HCID 67003465, compound → HCID 67003446, compound

HRID 2362683Notes

Reaction equation

HRID 2362683 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])=[CH:13][C:12]=3[O:24][CH3:25])[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])=[CH:13][C:12]=3[O:24][CH3:25])[NH:8][C:5]2=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 67003465HCID 67003465, compoundHCID 136351076HCID 136351076, compound

Product 1

HCID 67003446HCID 67003446, 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-methoxyphenyl)-2-(dimethylamino)acetamide (Example 68D) 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 12.10 (s, 1H) 9.89 (s, 1H) 8.30 (s, 1H) 8.22 (s, 1H) 7.81 (d, 1H) 7.61 (d, 1H) 7.44 (dd, 1 H) 6.97 (d, 1H) 6.67 (s, 1H) 3.89 (s, 3H) 3.10 (s, 2H) 2.63 (m, 2H) 2.41 (m, 2H) 2.30 (s, 6H) 1.97 (m, 2H); MS ESI(+) m/z 512.0 [M+H]+.

Sources & evidence

ORD record
ord-3f1d427b5d504bd29eba4c63cb697c39
Source dataset
uspto-grants-2014_04
Patent number
US08691810B2

Reaction notes

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