HCID 67003855, compound → HCID 67002779, compound

HRID 2362678Notes

Reaction equation

HRID 2362678 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])=[C:13]([F:24])[CH:12]=3)[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])=[C:13]([F:24])[CH:12]=3)[NH:8][C:5]2=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 67003855HCID 67003855, compoundHCID 136351076HCID 136351076, compound

Product 1

HCID 67002779HCID 67002779, 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)-2-fluorophenyl)-2-(dimethylamino)acetamide (Example 64C) 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 12.57 (s, 1H) 9.63 (s, 1H) 8.34 (s, 1H) 8.27 (s, 1H) 8.10 (t, 1H) 8.01 (dd, 1H) 7.85 (dd, 1H) 7.15 (s, 1H) 6.68 (s, 1H) 3.14 (s, 2H) 2.64 (m, 2H) 2.42 (m, 2H) 2.32 (s, 6H) 198 (m, 2H); MS ESI(+) m/z 500.1 [M+H]+.

Sources & evidence

ORD record
ord-e5d14bf756724b84b002e741192c14cd
Source dataset
uspto-grants-2014_04
Patent number
US08691810B2

Reaction notes

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