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

HRID 1511936Notes

Reaction equation

HRID 1511936 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]([F:25])([F:24])[C:16]1[CH:23]=[CH:22][C:19]([CH2:20]Cl)=[CH:18][CH:17]=1.[H-].[Na+]>>[C:1]([O:5][C:6](=[O:13])[N:7]([CH2:20][C:19]1[CH:18]=[CH:17][C:16]([C:15]([F:14])([F:24])[F:25])=[CH:23][CH:22]=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 123096p-Trifluoromethylbenzyl chlorideHCID 49760548tert-Butyl 1H-pyrrol-1-ylcarbamate

Product 1

HCID 67230552(4-Trifluoromethyl-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-trifluoromethylbenzyl chloride (1.0 eq.) and sodium hydride (1.3 eq.). ESI (m/z): 341 (M+H)+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-fc70b49668394cfdb078cac99bf80cf2
Source dataset
uspto-grants-2012_07
Patent number
US08217043B2

Reaction notes

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