HCID 67003901, compound → HCID 54672939, compound

HRID 2362689Notes

Reaction equation

HRID 2362689 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]([O:17][CH:18]4[CH2:23][CH2:22][N:21]([CH3:24])[CH2:20][CH2:19]4)=[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: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]([O:17][CH:18]4[CH2:23][CH2:22][N:21]([CH3:24])[CH2:20][CH2:19]4)=[CH:13][CH:12]=3)[NH:8][C:5]2=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 67003901HCID 67003901, compoundHCID 136351076HCID 136351076, compound

Product 1

HCID 54672939HCID 54672939, compound

Procedure

The title compound was prepared as described in Example 22E, substituting 5-(5-chloro-2-(4-(1-methylpiperidin-4-yloxy)phenyl)-1H-pyrrolo[2,3-b]pyridin-4-yl)-2-(1-(methoxymethoxy)cyclobutyl)thiazole (Example 72B) 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 12.46 (s, 1H) 8.28 (s, 1H) 8.24 (s, 1H) 7.92 (d, 2H) 7.04 (d, 2H) 6.93 (d, 1H) 6.68 (s, 1H) 4.47 (m, 1H) 2.63 (m, 4H) 2.41 (m, 2H) 2.23 (m, 2H) 2.20 (s, 3H) 1.96 (m, 4H) 1.66 (m, 2H); MS ESI(+) m/z 495.0 [M+H]+.

Sources & evidence

ORD record
ord-7e7c89a91e5244849a7843dbb77e4534
Source dataset
uspto-grants-2014_04
Patent number
US08691810B2

Reaction notes

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