HCID 67003573, compound → HCID 67003563, compound

HRID 2362687Notes

Reaction equation

HRID 2362687 reaction equation
[O:1]1[CH2:6][CH2:5][O:4][CH2:3][CH:2]1[CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[NH:37][C:18]3=[N:19][CH:20]=[C:21]([Cl:36])[C:22]([C:23]4[S:27][C:26]([C:28]5([O:32]COC)[CH2:31][CH2:30][CH2:29]5)=[N:25][CH:24]=4)=[C:17]3[CH:16]=2)=[CH:11][CH:10]=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>>[O:1]1[CH2:6][CH2:5][O:4][CH2:3][CH:2]1[CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[NH:37][C:18]3=[N:19][CH:20]=[C:21]([Cl:36])[C:22]([C:23]4[S:27][C:26]([C:28]5([OH:32])[CH2:29][CH2:30][CH2:31]5)=[N:25][CH:24]=4)=[C:17]3[CH:16]=2)=[CH:11][CH:10]=1

Participants

3

Reactant 2

HCID 67003573HCID 67003573, compoundHCID 136351076HCID 136351076, compound

Product 1

HCID 67003563HCID 67003563, compound

Procedure

The title compound was prepared as described in Example 22E, substituting 5-(2-(4-((1,4-dioxan-2-yl)methoxy)phenyl)-5-chloro-1H-pyrrolo[2,3-b]pyridin-4-yl)-2-(1-(methoxymethoxy)cyclobutyl)thiazole (Example 71B) 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 12.46 (s, 1H) 8.29 (s, 1H) 8.25 (s, 1H) 7.94 (d, 2H) 7.04 (d, 2H) 6.95 (d, 1H) 6.66 (s, 1H) 4.03 (m, 2H) 3.85 (m, 2H) 3.78 (m, 1H) 3.65 (m, 2H) 3.51 (m, 1H) 3.42 (m, 1H) 2.63 (m, 2H) 2.40 (m, 2H) 1.97 (m, 2H); MS ESI(+) m/z 498.0 [M+H]+.

Sources & evidence

ORD record
ord-f3d9de5b137c405583bbbbb63bc04286
Source dataset
uspto-grants-2014_04
Patent number
US08691810B2

Reaction notes

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