HCID 67003696, compound → HCID 67003650, compound

HRID 2362675Notes

Reaction equation

HRID 2362675 reaction equation
[Cl:1][C:2]1[C:3]([C:25]2[S:29][C:28]([C:30]3([O:34]COC)[CH2:33][CH2:32][CH2:31]3)=[N:27][CH:26]=2)=[C:4]2[CH:10]=[C:9]([C:11]3[CH:16]=[CH:15][C:14]([NH:17][C:18](=[O:23])[CH2:19][N:20]([CH3:22])[CH3:21])=[CH:13][C:12]=3[F:24])[NH:8][C:5]2=[N:6][CH:7]=1.ClC1C(C2SC(C3(OCOC)CCC3)=NC=2)=C2C=C(C3N=C(C4CCCN(C(OC(C)(C)C)=O)C4)ON=3)NC2=NC=1>>[Cl:1][C:2]1[C:3]([C:25]2[S:29][C:28]([C:30]3([OH:34])[CH2:31][CH2:32][CH2:33]3)=[N:27][CH:26]=2)=[C:4]2[CH:10]=[C:9]([C:11]3[CH:16]=[CH:15][C:14]([NH:17][C:18](=[O:23])[CH2:19][N:20]([CH3:22])[CH3:21])=[CH:13][C:12]=3[F:24])[NH:8][C:5]2=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 67003696HCID 67003696, compoundHCID 136351076HCID 136351076, compound

Product 1

HCID 67003650HCID 67003650, compound

Procedure

The title compound was prepared as described in Example 22E, substituting N-(4-(5-chloro-4-(2-(1-(methoxymethoxy)cyclobutyl)thiazol-5-yl)-1H-pyrrolo[2,3-b]pyridin-2-yl)-3-fluorophenyl)-2-(dimethylamino)acetamide (Example 60C) for 1 tert-butyl 3-(3-(5-chloro-4-(2-(1-(methoxymethoxy)cyclobutyl)thiazol-5-yl)-1H-pyrrolo[2,3-b]pyridin-2-yl)-1,2,4-oxadiazol-5-yl)piperidine-1-carboxylate (Example 22D). 1H NMR (400 MHz, DMSO-D6) ppm 12.49 (s, 1H) 10.12 (s, 1H) 8.37 (s, 1H) 8.22 (s, 1H) 7.95 (m, 1H) 7.84 (dd, 1H) 7.59 (dd, 1H) 6.90 (d, 1H) 6.69 (s, 1H) 3.12 (s, 2H) 2.63 (m, 2H) 2.41 (m, 2H) 2.29 (s, 6H) 1.99 (m, 2H); MS ESI(+) m/z 500.1 [M+H]+.

Sources & evidence

ORD record
ord-dd584715f3114bcc899ad8a00baeb638
Source dataset
uspto-grants-2014_04
Patent number
US08691810B2

Reaction notes

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