HCID 67003442, compound → HCID 67003688, compound

HRID 2362677Notes

Reaction equation

HRID 2362677 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]2[NH:30][C:11]3=[N:12][CH:13]=[C:14]([Cl:29])[C:15]([C:16]4[S:20][C:19]([C:21]5([O:25]COC)[CH2:24][CH2:23][CH2:22]5)=[N:18][CH:17]=4)=[C:10]3[CH:9]=2)[CH:5]=[CH:4][C:3]=1[NH:31][C:32](=[O:37])[CH2:33][N:34]([CH3:36])[CH3:35].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:7]=[C:6]([C:8]2[NH:30][C:11]3=[N:12][CH:13]=[C:14]([Cl:29])[C:15]([C:16]4[S:20][C:19]([C:21]5([OH:25])[CH2:24][CH2:23][CH2:22]5)=[N:18][CH:17]=4)=[C:10]3[CH:9]=2)[CH:5]=[CH:4][C:3]=1[NH:31][C:32](=[O:37])[CH2:33][N:34]([CH3:35])[CH3:36]

Participants

3

Reactant 2

HCID 67003442HCID 67003442, compoundHCID 136351076HCID 136351076, compound

Product 1

HCID 67003688HCID 67003688, compound

Procedure

The title compound was prepared as described in Example 22E, substituting N-(2-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 63D) 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 12.59 (s, 1H) 9.86 (s, 1H) 8.33 (s, 1H) 8.29 (s, 1H) 8.27 (s, 1H) 8.26 (d, 1H) 8.00 (dd, 1H) 7.17 (s, 1H) 6.69 (s, 1H) 3.15 (s, 2H) 2.63 (m, 2H) 2.42 (m, 2H) 2.36 (s, 6H) 1.99 (m, 2H); MS ESI(+) m/z 516.1 [M+H]+.

Sources & evidence

ORD record
ord-7801a97d30c645e6a11306c9ee42dd37
Source dataset
uspto-grants-2014_04
Patent number
US08691810B2

Reaction notes

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