Triethylamine → HCID 86621527, compound

HRID 1896707Notes

Reaction equation

HRID 1896707 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[C:6]([O:10][C:11](=[O:28])[N:12]([C:16]1[S:17][CH:18]=[C:19]([C:21]2[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=2)[N:20]=1)[CH2:13][CH2:14][OH:15])([CH3:9])([CH3:8])[CH3:7].C(N(CC)CC)C>C(Cl)Cl>[C:6]([O:10][C:11]([N:12]([C:16]1[S:17][CH:18]=[C:19]([C:21]2[CH:22]=[CH:23][C:24]([F:27])=[CH:25][CH:26]=2)[N:20]=1)[CH2:13][CH2:14][O:15][S:2]([CH3:1])(=[O:4])=[O:3])=[O:28])([CH3:9])([CH3:7])[CH3:8]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 69105925HCID 69105925, compound

Product 1

HCID 86621527HCID 86621527, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

98.7 mg (0.86 mmol) of methanesulfonyl chloride were added dropwise with cooling to 265 mg (0.78 mmol) of (4-(4-fluorophenyl)thiazol-2-yl)-(2-hydroxyethyl)-carbamic acid tert-butyl ester and 237.7 mg (2.35 mmol) of triethylamine in 25 ml of methylene chloride. After 4 h at room temperature, the mixture was extracted with water and the organic phase was concentrated. Yield: 241 mg (74%).

Workup

  1. extractionthe mixture was extracted with water
  2. concentrationthe organic phase was concentrated

Sources & evidence

ORD record
ord-2fe62dca628647d8b72832f3743d421a
Source dataset
uspto-grants-2013_08
Patent number
US08518976B2

Reaction notes

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