HCID 67003668, compound → HCID 54673098, compound

HRID 2362691Notes

Reaction equation

HRID 2362691 reaction equation
[Cl:1][C:2]1[C:3]([C:21]2[S:25][C:24]([C:26]3([O:30]COC)[CH2:29][CH2:28][CH2:27]3)=[N:23][CH:22]=2)=[C:4]2[CH:10]=[C:9]([C:11]3[CH:20]=[CH:19][C:14]4[O:15][CH2:16][CH2:17][O:18][C:13]=4[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:21]2[S:25][C:24]([C:26]3([OH:30])[CH2:29][CH2:28][CH2:27]3)=[N:23][CH:22]=2)=[C:4]2[CH:10]=[C:9]([C:11]3[CH:20]=[CH:19][C:14]4[O:15][CH2:16][CH2:17][O:18][C:13]=4[CH:12]=3)[NH:8][C:5]2=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 67003668HCID 67003668, compoundHCID 136351076HCID 136351076, compound

Product 1

HCID 54673098HCID 54673098, compound

Procedure

The title compound was prepared as described in Example 22E, substituting 1-(5-(5-chloro-2-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl)thiazol-2-yl)cyclobutanol (Example 75B) 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 12.42 (s, 1H) 8.29 (s, 1H) 8.25 (s, 1H) 7.56 (d, 1H) 7.49 (dd, 1H) 6.94 (m, 2H) 6.66 (s, 1H) 4.29 (s, 4H) 2.63 (m, 2H) 2.41 (m, 2H) 1.97 (m, 2H); MS ESI(+) m/z 440.0 [M+H]+.

Sources & evidence

ORD record
ord-86c16de6991d4292b932b5b50698ca76
Source dataset
uspto-grants-2014_04
Patent number
US08691810B2

Reaction notes

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