HCID 67003528, compound → HCID 67003667, compound

HRID 2362665Notes

Reaction equation

HRID 2362665 reaction equation
[Cl:1][C:2]1[C:3]([C:26]2[S:30][C:29]([C:31]3([O:35]COC)[CH2:34][CH2:33][CH2:32]3)=[N:28][CH:27]=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]([O:24][CH3:25])[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:26]2[S:30][C:29]([C:31]3([OH:35])[CH2:34][CH2:33][CH2:32]3)=[N:28][CH:27]=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])=[C:13]([O:24][CH3:25])[CH:12]=3)[NH:8][C:5]2=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 67003528HCID 67003528, compoundHCID 136351076HCID 136351076, compound

Product 1

HCID 67003667HCID 67003667, 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-methoxyphenyl)-2-(dimethylamino)acetamide (Example 49C) 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 12.54 (s, 1H) 9.53 (s, 1H) 8.31 (m, 2H) 8.27 (s, 1H) 7.70 (d, 1H) 7.61 (dd, 1H) 7.08 (s, 1H) 6.68 (s, 1H) 3.99 (s, 3H) 3.10 (s, 2H) 2.63 (m, 2H) 2.42 (m, 2H) 2.32 (s, 6H) 1.99 (m, 2 H); MS ESI(+) m/z 512.1 [M+H]+.

Sources & evidence

ORD record
ord-0a2e23f3c5e04ea0aac665dcba18c40c
Source dataset
uspto-grants-2014_04
Patent number
US08691810B2

Reaction notes

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