Browse Prior Art Database

Crystalline form of N1-(5-chloropyridin-2-yl)-N2-((1S,2R,4S)-4-(dimethylcarbamoyl)-2-(5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine-2-carboxamido)cyclohexyl)oxalamide

IP.com Disclosure Number: IPCOM000248449D
Publication Date: 2016-Nov-30
Document File: 2 page(s) / 130K

Publishing Venue

The IP.com Prior Art Database

This text was extracted from a PDF file.
This is the abbreviated version, containing approximately 78% of the total text.

Page 01 of 2

Crystalline form of N1-(5-chloropyridin-2-yl)-N2-((1S,2R,4S)-4-(dimethylcarbamoyl)-2-(5-methyl-4,5,6,7-

tetrahydrothiazolo[5,4-c]pyridine-2-carboxamido)cyclohexyl)oxalamide

Methansulfonic acid (2.1ml) was added at room temperature to a suspension of tert-butyl(1R,2S,5S)-2-(2- (5-chloropyridin-2-ylamino)-2-oxoacetamido)-5-(dimethylcarbamoyl)cyclohexylcarbamate (3g) in ACN (60ml), and the mixture was stirred at the same temperature for 2 hours. The reaction mixture was cooled to 10ºC, triethylamine (2.35ml), 5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine-2-carboxylic acid hydrochloride (1.7g), HOBT (1.0g) and EDC (1.5g) were added to the reaction mixture and it was stirred at room temperature for 17 hours. Triethylamine (2.3ml) and water (8.5ml) were added and the suspension was cooled to 10ºC for 1h. The solid was isolated by filtration, washed and dried at 50ºC for 3h to obtain
3.1g of the title compound.

The solid phase obtained is described below:

Counts

5655_QF-98722-03.xrdml

4000

3000

2000

1000

0

10

20

30

40

Position [º2Theta](Copper(Cu))

Peak Number

Pos. [°2Th.]

d-spacing [Å]

Height [cts]

Rel. Int. [%]

1


6.61


13.36

2783


47.2

2


9.28


9.53

630


10.7

3


9.55


9.25

29


0.5

4


10.90


8.11

649


11.0

5


11.18


7.91

298


5.1

6


12.50


7.07

108


1.8

7


12.92


6.84

292


5.0

8


13.20


6.70

379


6.4

9


13.41


6.60

557


9.4

10


14.15


6.26

321


5.4

11


15.87


5.58

116


2.0

12


17.38


5.10

5898

100.0

13


18.03


4.92

331


5.6

14


18.25


4.86

438


7.4

15


18.62


4.76

854


14.5

16


18.92


4.69

402


6.8

17


1...