HCID 67003892, compound → HCID 67003637, compound

HRID 2362676Notes

Reaction equation

HRID 2362676 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:31][C:32](=[O:37])[CH2:33][N:34]([CH3:36])[CH3:35])[CH:5]=[CH:6][C:7]=1[C:8]1[NH:30][C:11]2=[N:12][CH:13]=[C:14]([Cl:29])[C:15]([C:16]3[S:20][C:19]([C:21]4([O:25]COC)[CH2:24][CH2:23][CH2:22]4)=[N:18][CH:17]=3)=[C:10]2[CH:9]=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[CH:3]=[C:4]([NH:31][C:32](=[O:37])[CH2:33][N:34]([CH3:35])[CH3:36])[CH:5]=[CH:6][C:7]=1[C:8]1[NH:30][C:11]2=[N:12][CH:13]=[C:14]([Cl:29])[C:15]([C:16]3[S:20][C:19]([C:21]4([OH:25])[CH2:24][CH2:23][CH2:22]4)=[N:18][CH:17]=3)=[C:10]2[CH:9]=1

Participants

3

Reactant 2

HCID 67003892HCID 67003892, compoundHCID 136351076HCID 136351076, compound

Product 1

HCID 67003637HCID 67003637, compound

Procedure

The title compound was prepared as described in Example 22E, substituting N-(3-chloro-4-(5-chloro-4-(2-(1-(methoxymethoxy)cyclobutyl)thiazol-5-yl)-1H-pyrrolo[2,3-b]pyridin-2-yl)phenyl)-2-(dimethylamino)acetamide (Example 61C) 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 12.45 (s, 1H) 10.10 (s, 1H) 8.38 (s, 1H) 8.23 (s, 1H) 8.06 (d, 1H) 7.73 (m, 2H) 6.89 (s, 1H) 6.68 (s, 1H) 3.12 (s, 2H) 2.61 (m, 2H) 2.40 (m, 2H) 2.29 (s, 6H) 1.97 (m, 2H); MS ESI(+) m/z 518.0 [M+H]+.

Sources & evidence

ORD record
ord-2c7cccbc91aa4942a14bf663a7ba9d60
Source dataset
uspto-grants-2014_04
Patent number
US08691810B2

Reaction notes

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