HCID 67003474, compound → HCID 67003897, compound

HRID 2362664Notes

Reaction equation

HRID 2362664 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[CH3:24])[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])[CH2:33][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]([CH3:21])[CH3:22])=[CH:13][C:12]=3[CH3:24])[NH:8][C:5]2=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 67003474HCID 67003474, compoundHCID 136351076HCID 136351076, compound

Product 1

HCID 67003897HCID 67003897, 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-methylphenyl)-2-(dimethylamino)acetamide (Example 48C) 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 12.28 (s, 1H) 9.80 (s, 1H), 8.34 (s, 1H) 8.23 (s, 1H) 7.64 (m, 2H) 7.52 (d, 1H) 6.67 (s, 1H) 6.61 (s, 1H) 3.09 (s, 2H) 2.62 (m, 2H) 2.44 (s, 3H) 2.40 (m, 2H) 2.29 (s, 6H) 1.96 (m, 2H); MS ESI(+) m/z 496.1 [M+H]+.

Sources & evidence

ORD record
ord-5bf170d3d92842ecaa004daed0bb0d0d
Source dataset
uspto-grants-2014_04
Patent number
US08691810B2

Reaction notes

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