2-Chlorobenzyl chloride → (2-Chloro-benzyl)-pyrrol-1-yl-carbamic acid tert-butyl ester

HRID 1511927Notes

Reaction equation

[C:1]([O:5][C:6](=[O:13])[NH:7][N:8]1[CH:12]=[CH:11][CH:10]=[CH:9]1)([CH3:4])([CH3:3])[CH3:2].[Cl:14][C:15]1[CH:22]=[CH:21][CH:20]=[CH:19][C:16]=1[CH2:17]Cl.[H-].[Na+]>>[C:1]([O:5][C:6](=[O:13])[N:7]([CH2:17][C:16]1[CH:19]=[CH:20][CH:21]=[CH:22][C:15]=1[Cl:14])[N:8]1[CH:12]=[CH:11][CH:10]=[CH:9]1)([CH3:4])([CH3:2])[CH3:3]

Participants

Reactant 3

HCID 119062-Chlorobenzyl chloride

HCID 24758Sodium hydride

HCID 49760548tert-Butyl 1H-pyrrol-1-ylcarbamate

Product 1

HCID 67230510(2-Chloro-benzyl)-pyrrol-1-yl-carbamic acid tert-butyl ester

Procedure

Prepared according to the benzylation condition used in Example 1 step b) from pyrrol-1-yl-carbamic acid tert-butyl ester (1.0 eq.), 2-chlorobenzyl chloride (1.03 eq.) and sodium hydride (1.3 eq.). ESI (m/z): 307 (M+H)+.

Workup

customPrepared

Sources & evidence

ORD record: ord-aff87ce5979845e683e1c8829e156adf
Source dataset: uspto-grants-2012_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08217043B2

Reaction notes

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