Sodium hydride → (4-Fluoro-benzyl)-pyrrol-1-yl-carbamic acid tert-butyl ester

HRID 1511916Notes

Reaction equation

HRID 1511916 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].[F:14][C:15]1[CH:22]=[CH:21][C:18]([CH2:19]Br)=[CH:17][CH:16]=1.[H-].[Na+]>>[C:1]([O:5][C:6](=[O:13])[N:7]([CH2:19][C:18]1[CH:21]=[CH:22][C:15]([F:14])=[CH:16][CH:17]=1)[N:8]1[CH:12]=[CH:11][CH:10]=[CH:9]1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 680214-Fluorobenzyl bromideHCID 49760548tert-Butyl 1H-pyrrol-1-ylcarbamate

Product 1

HCID 67230506(4-Fluoro-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.), 4-fluorobenzyl bromide (1.2 eq.) and sodium hydride (1.5 eq.). ESI (m/z): 291 (M+H)+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-bb79efd02a934672a77f1bec7e21ac4e
Source dataset
uspto-grants-2012_07
Patent number
US08217043B2

Reaction notes

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