HCID 67002717, compound → HCID 67003566, compound

HRID 2362685Notes

Reaction equation

HRID 2362685 reaction equation
[Cl:1][C:2]1[C:3]([C:23]2[S:27][C:26]([C:28]3([O:32]COC)[CH2:31][CH2:30][CH2:29]3)=[N:25][CH:24]=2)=[C:4]2[CH:10]=[C:9]([C:11]3[CH:16]=[CH:15][C:14]([O:17][CH:18]4[CH2:22][CH2:21][O: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:23]2[S:27][C:26]([C:28]3([OH:32])[CH2:31][CH2:30][CH2:29]3)=[N:25][CH:24]=2)=[C:4]2[CH:10]=[C:9]([C:11]3[CH:16]=[CH:15][C:14]([O:17][CH:18]4[CH2:22][CH2:21][O:20][CH2:19]4)=[CH:13][CH:12]=3)[NH:8][C:5]2=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 67002717HCID 67002717, compoundHCID 136351076HCID 136351076, compound

Product 1

HCID 67003566HCID 67003566, compound

Procedure

The title compound was prepared as described in Example 22E, substituting 5-(5-chloro-2-(4-(tetrahydrofuran-3-yloxy)phenyl)-1H-pyrrolo[2,3-b]pyridin-4-yl)-2-(1-(methoxymethoxy)cyclobutyl)thiazole (Example 69C) 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 12.47 (s, 1H) 8.29 (s, 1H) 8.25 (s, 1H) 7.94 (d, 2H) 7.02 (d, 2H) 6.95 (d, 1H) 6.67 (s, 1H) 5.11 (m, 1H) 3.93-3.75 (m, 4H) 2.63 (m, 2H) 2.41 (m, 2H) 2.26 (m, 1H) 1.97 (m, 3H); MS ESI(+) m/z 468.0 [M+H]+.

Sources & evidence

ORD record
ord-850228156e744337a806f3dabac10f80
Source dataset
uspto-grants-2014_04
Patent number
US08691810B2

Reaction notes

Loading…