(1R,2S,3S,4R)-3-((5-fluoro-2-(5-fluoro-1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-4-yl)amino)bicyclo[2.2.2]octane-2-carboxylic

Melting point / freezing point

Administrative data

Endpoint:

melting point/freezing point

Type of information:

experimental study

Adequacy of study:

key study

Study period:

01 February 2018 - 13 April 2018

Reliability:

1 (reliable without restriction)

Rationale for reliability incl. deficiencies:

guideline study

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2018

Report date:

2018

Materials and methods

Test guideline

Test guideline 1

Qualifier:

according to guideline

Guideline:

OECD Guideline 102 (Melting point / Melting Range)

Deviations:

no

Test guideline 2

Qualifier:

according to guideline

Guideline:

EU Method A.1 (Melting / Freezing Temperature)

Deviations:

no

Test guideline 3

Qualifier:

according to guideline

Guideline:

EPA OPPTS 830.7200 (Melting Point / Melting Range)

Deviations:

no

GLP compliance:

yes (incl. QA statement)

Type of method:

differential scanning calorimetry

Test material

Test material information

Constituent 1

Reference substance name:

(2S,3S)-3-({5-fluoro-2-[5-fluoro-1-(4-methylbenzenesulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]pyrimidin-4-yl}amino)bicyclo[2.2.2]octane-2-carboxylic acid

EC Number:

821-185-1

Cas Number:

1777721-63-7

Molecular formula:

C27H25F2N5O4S

IUPAC Name:

(2S,3S)-3-({5-fluoro-2-[5-fluoro-1-(4-methylbenzenesulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]pyrimidin-4-yl}amino)bicyclo[2.2.2]octane-2-carboxylic acid

Test material form:

solid: particulate/powder

Details on test material:

- Name of the test material (as cited in study reports): JNJ-63757109-AAA (T003690)
- Physical state: solid (powder)
- Appearance: white to slightly yellow power

Specific details on test material used for the study:

- Batch n°: I17BD0751
- Analytical purity: 99.9 % (titration)
- Expiration date: 24 February 2019
- Storage condition: at room temperature

Results and discussion

Melting / freezing point

Key result

Melting / freezing pt.:

253.4 °C

Atm. press.:

1 013.25 hPa

Decomposition:

yes

Decomp. temp.:

> 275 °C

Remarks on result:

other: A black charred and black molten residue remained after the preliminary and the first main test respectively, indicating reaction and/or decomposition.

Any other information on results incl. tables

Preliminary test

From the TGA curve it could be derived that the weight of the sample decreased significantly at 300°C. At 353°C the sample weight has decreased by 25%. After the experiment, a black charred residue remained in the sample container (original colour: slightly yellow). The change of the colour indicated reaction and/or decomposition of the test item.

Main tests

In order to determine the melting more precisely, the DSC curve with a heating rate of 20°C/min was obtained and showed an endothermic peak between 225°C and 275°C followed by an exothermic effect starting at 275°C.

The extrapolated onset temperature of the peak was 253.549°C. The effect was most likely obtained due to melting. After the experiment, a black molten residue remained. The colour change indicated reaction and/or decomposition of the test item.

To investigate the endothermic peak, a repeated heating cycle was applied up to 200°C and thus stopped directly after the endothermic peak. The extrapolated onset temperature of the melting peak was 253.343°C. After the experiment a colourless molten residue remained in the sample container which demonstrated that melting was the reason for the endothermic effect.

The melting temperature of T003690 was determined as the average melting temperature obtained from Experiment 1 and Experiment 2 and equals 253.4°C (526.6K).

Applicant's summary and conclusion

Conclusions:

The melting temperature of JNJ-63757109-AAA (T003690) was determined to be 253.4°C (526.6K) by using DSC.