HCID 67003675, compound → HCID 67003417, compound

HRID 2362650Notes

Reaction equation

HRID 2362650 reaction equation
[Cl:1][C:2]1[C:3]([C:24]2[S:28][C:27]([C:29]3([O:33]COC)[CH2:32][CH2:31][CH2:30]3)=[N:26][CH:25]=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][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:24]2[S:28][C:27]([C:29]3([OH:33])[CH2:30][CH2:31][CH2:32]3)=[N:26][CH:25]=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][CH:12]=3)[NH:8][C:5]2=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 67003675HCID 67003675, compoundHCID 136351076HCID 136351076, compound

Product 1

HCID 67003417HCID 67003417, 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)phenyl)-2-(dimethylamino)acetamide (Example 23C) 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 (500 MHz, DMSO-d6) ppm 12.49 (s, 1H) 9.88 (s, 1H) 8.31 (s, 1H) 8.25 (s, 1H) 7.95 (d, 2H) 7.78 (d, 2H) 6.99 (s, 1H) 6.68 (s, 1H) 3.09 (s, 2H) 2.63 (m, 2H) 2.40 (m, 2H) 2.29 (s, 6H) 1.99 (m, 2H); MS ESI(+) m/z 482.0 [M+H]+.

Sources & evidence

ORD record
ord-bb28f8643bcd4163961125a69c31f576
Source dataset
uspto-grants-2014_04
Patent number
US08691810B2

Reaction notes

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