Triethylamine → HCID 178452971, compound

HRID 1823770Notes

Reaction equation

HRID 1823770 reaction equation
[C:1]([O:5][C:6](=[O:18])[NH:7][C:8]1[NH:12][C:11]2[CH:13]=[CH:14][C:15]([OH:17])=[CH:16][C:10]=2[N:9]=1)([CH3:4])([CH3:3])[CH3:2].[F:19][C:20]1[CH:25]=[CH:24][C:23]([S:26](Cl)(=[O:28])=[O:27])=[CH:22][CH:21]=1.C(N(CC)CC)C>CC(C)=O>[C:1]([O:5][C:6]([NH:7][C:8]1[NH:12][C:11]2[CH:13]=[CH:14][C:15]([O:17][S:26]([C:23]3[CH:24]=[CH:25][C:20]([F:19])=[CH:21][CH:22]=3)(=[O:28])=[O:27])=[CH:16][C:10]=2[N:9]=1)=[O:18])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 95884-Fluorobenzenesulfonyl chlorideHCID 178452970HCID 178452970, compound

Product 1

HCID 178452971HCID 178452971, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

5.98 g of (5-hydroxy-1H-benzoimidazol-2-yl)-carbamic acid tert-butyl ester were combinated with 4.67 g of 4-fluorobenzenesulfonyl chloride and 6.75 ml of trietylamine in 100 ml acetone. The reaction mixture was stirred at room temperature for 1 hour. Solvents were evaporated under reduced pressure yielding 6.45 g crude 4-fluoro-benzenesulfonic acid 2-tert-butoxycarbonylamino-1H-benzoimidazol-5-yl ester.

Workup

  1. customSolvents were evaporated under reduced pressure

Sources & evidence

ORD record
ord-b10ac9c514f5492b8f17ed08df85ea86
Source dataset
uspto-grants-2006_05
Patent number
US07041668B2

Reaction notes

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