Water → HCID 35749402, compound

HRID 1929394Notes

Reaction equation

HRID 1929394 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH2:11])(=[O:10])=[O:9])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].[CH:15]1([CH2:21][NH2:22])[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1.C(N(C(C)C)CC)(C)C.O>O1CCCC1>[CH:15]1([CH2:21][NH:22][C:2]2[CH:7]=[CH:6][C:5]([S:8]([NH2:11])(=[O:10])=[O:9])=[CH:4][C:3]=2[N+:12]([O-:14])=[O:13])[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1

Participants

6

Reactant 4

HCID 962WaterHCID 76688CyclohexanemethylamineHCID 81531DiisopropylethylamineHCID 167824874-Fluoro-3-nitrobenzenesulfonamide

Product 1

HCID 35749402HCID 35749402, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent3×

Procedure

To a solution of EXAMPLE 2C (7.70 g) in tetrahydrofuran (35 mL) was added dropwise a solution of cyclohexylmethylamine (6.0 mL, 5.22 g) and diisopropylethylamine (8.0 mL, 5.92 g) in tetrahydrofuran (15 mL). After the addition, tetrahydrofuran (20 mL) was added, and the reaction was stirred at room temperature for 16 hours. The solution was added to water and extracted with a solution of ethyl acetate and dichloromethane (1:1 by volume). The solution was dried over anhydrous sodium sulfate, filtered, and the filtrate volume was reduced to isolate the title compound by crystallization.

Workup

  1. additionwas added
  2. extractionextracted with a solution of ethyl acetate and dichloromethane (1:1 by volume)
  3. dry with materialThe solution was dried over anhydrous sodium sulfate
  4. filtrationfiltered

Sources & evidence

ORD record
ord-3ac15bce7097479fa7cd3846849fa6b0
Source dataset
uspto-grants-2012_05
Patent number
US08188077B2

Reaction notes

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