Silane, (4-bromophenyl)trimethyl- → HCID 68409324, compound

HRID 384931Notes

Reaction equation

HRID 384931 reaction equation
[C:1]([O:5][C:6](=[O:23])[NH:7][CH:8]([C:15]1[CH:20]=[CH:19][C:18]([Cl:21])=[C:17]([Cl:22])[CH:16]=1)[C:9](=[O:14])N(OC)C)([CH3:4])([CH3:3])[CH3:2].Br[C:25]1[CH:30]=[CH:29][C:28]([Si:31]([CH3:34])([CH3:33])[CH3:32])=[CH:27][CH:26]=1.C([Li])(C)(C)C>>[C:1]([O:5][C:6](=[O:23])[NH:7][CH:8]([C:15]1[CH:20]=[CH:19][C:18]([Cl:21])=[C:17]([Cl:22])[CH:16]=1)[C:9](=[O:14])[C:25]1[CH:30]=[CH:29][C:28]([Si:31]([CH3:34])([CH3:33])[CH3:32])=[CH:27][CH:26]=1)([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 3

HCID 138897Silane, (4-bromophenyl)trimethyl-HCID 87442373Rac-[(3,4-dichloro-phenyl)-(methoxy-methyl-carbamoyl)-methyl]-carbamic acid tert-butyl ester2×HCID 178418306HCID 178418306, compound

Product 1

HCID 68409324HCID 68409324, compound

Procedure

The title compound was prepared from rac-[(3,4-dichloro-phenyl)-(methoxy-methyl-carbamoyl)-methyl]-carbamic acid tert-butyl ester (Intermediate 9) and 1-bromo-4-(trimethylsilyl)benzene with tert-butyl-lithium instead of n-butyllithium in analogy to Example 1a): MS (ISP): 452.0 and 454.0 (M+H)+.

Sources & evidence

ORD record
ord-c4d714146e96418583489d9c67a93083
Source dataset
uspto-grants-2013_02
Patent number
US08367838B2

Reaction notes

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