(1-Bromoethyl)benzene → HCID 71538478, compound

HRID 1473202Notes

Reaction equation

HRID 1473202 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].Br[CH:30]([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[CH3:31]>>[C:1]([O:5][CH:6]([C:11]1[N:16]([CH3:17])[C:15](=[O:18])[C:14]2[N:19]([CH:30]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)[CH3:31])[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])([CH3:4])[CH3:3]

Participants

3

Reactant 2

HCID 11454(1-Bromoethyl)benzeneHCID 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 71538478HCID 71538478, compound

Procedure

The title compound was prepared in a manner similar to that described in Example 2 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 (1-bromoethyl)benzene and was isolated as a white solid (4.5 mg, 37% yield). 1H NMR (400 MHz, CHLOROFORM-d) ppm 7.65-7.58 (m, 1H), 7.50-7.44 (m, 2H), 7.44-7.38 (m, 1H), 7.38-7.28 (m, 4H), 7.18-7.12 (m, 1H), 7.12-7.04 (m, 1H), 6.02-5.96 (m, 1H), 5.34 (s, 1H), 4.58-4.22 (m, 1H), 3.69 (s, 3H), 1.93-1.82 (m, 3H), 1.02-1.04 (m, 9H); LCMS (m/z) ES+=493 (M+1).

Sources & evidence

ORD record
ord-ed387dcb5bb0466497f7a3941a48423b
Source dataset
uspto-grants-2015_04
Patent number
US09012642B2

Reaction notes

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