4-Toluenesulfonyl chloride → HCID 71538754, compound

HRID 1473206Notes

Reaction equation

HRID 1473206 reaction equation
[C:1]([O:5][CH:6]([C:11]1[N:16]([CH3:17])[C:15](=[O:18])[C:14]2[NH:19][CH:20]=[CH:21][C:13]=2[C:12]=1[C:22]1[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=1)[C:7]([O:9]C)=[O:8])([CH3:4])([CH3:3])[CH3:2].[CH3:29][C:30]1[CH:35]=[CH:34][C:33]([S:36](Cl)(=[O:38])=[O:37])=[CH:32][CH:31]=1>>[C:1]([O:5][CH:6]([C:11]1[N:16]([CH3:17])[C:15](=[O:18])[C:14]2[N:19]([S:36]([C:33]3[CH:34]=[CH:35][C:30]([CH3:29])=[CH:31][CH:32]=3)(=[O:38])=[O:37])[CH:20]=[CH:21][C:13]=2[C:12]=1[C:22]1[CH:23]=[CH:24][C:25]([Cl:28])=[CH:26][CH:27]=1)[C:7]([OH:9])=[O:8])([CH3:2])([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 73974-Toluenesulfonyl chlorideHCID 89463134methyl 2-(tert-butoxy)-2-(4-(4-chlorophenyl)-6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-5-yl)acetate

Product 1

HCID 71538754HCID 71538754, compound

Procedure

The title compound was prepared in a manner similar to that described in Example 16 from methyl 2-(tert-butoxy)-2-(4-(4-chlorophenyl)-6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-5-yl)acetate and 4-methylbenzenesulfonyl chloride. 1H NMR (400 MHz, CHLOROFORM-d) ppm 7.98-8.08 (m, 2H) 7.84-7.92 (m, 1H) 7.52-7.59 (m, 1H) 7.43-7.52 (m, 2H) 7.30-7.37 (m, 3H) 6.07-6.17 (m, 1H) 5.21-5.28 (m, 1H) 3.53-3.65 (m, 3H) 3.47-3.63 (m, 3H) 2.42 (s, 3H) 0.98 (s, 9H); LCMS (m/z) ES+=543 (M+1).

Sources & evidence

ORD record
ord-6abf90ffcdde4f57a96bfe2fda18051a
Source dataset
uspto-grants-2015_04
Patent number
US09012642B2

Reaction notes

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