HCID 67003425, compound → HCID 67003591, compound

HRID 2362686Notes

Reaction equation

HRID 2362686 reaction equation
[Cl:1][C:2]1[C:3]([C:24]2[S:28][C:27]([C:29]3([O:33]COC)[CH2:32][CH2:31][CH2:30]3)=[N:26][CH:25]=2)=[C:4]2[CH:10]=[C:9]([C:11]3[CH:16]=[CH:15][C:14]([O:17][CH2:18][CH:19]4[CH2:23][CH2:22][CH2:21][O:20]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:24]2[S:28][C:27]([C:29]3([OH:33])[CH2:32][CH2:31][CH2:30]3)=[N:26][CH:25]=2)=[C:4]2[CH:10]=[C:9]([C:11]3[CH:16]=[CH:15][C:14]([O:17][CH2:18][CH:19]4[CH2:23][CH2:22][CH2:21][O:20]4)=[CH:13][CH:12]=3)[NH:8][C:5]2=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 67003425HCID 67003425, compoundHCID 136351076HCID 136351076, compound

Product 1

HCID 67003591HCID 67003591, compound

Procedure

The title compound was prepared as described in Example 22E, substituting 5-(5-chloro-2-(4-((tetrahydrofuran-2-yl)methoxy)phenyl)-1H-pyrrolo[2,3-b]pyridin-4-yl)-2-(1-(methoxymethoxy)cyclobutyl)thiazole (Example 70B) 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 12.45 (s, 1H) 8.29 (s, 1H) 8.25 (s, 1H) 7.94 (d, 2H) 7.04 (d, 2H) 6.94 (d, 1H) 6.66 (s, 1H) 4.17 (m, 1H) 4.00 (m, 2H) 3.79 (m, 1H) 3.69 (m, 1H) 2.63 (m, 2H) 2.41 (m, 2H) 1.80-2.06 (m, 5H) 1.69 (m, 1H); MS ESI(+) m/z 482.0 [M+H]+.

Sources & evidence

ORD record
ord-73bee1428c794fc5a9771f9dc08f037e
Source dataset
uspto-grants-2014_04
Patent number
US08691810B2

Reaction notes

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