Diisopropylethylamine → HCID 58012209, compound

HRID 660907Notes

Reaction equation

HRID 660907 reaction equation
[ClH:1].[NH2:2][CH2:3][C:4]([C:6]1[S:7][CH:8]=[C:9](Cl)[CH:10]=1)=[O:5].[F:12][C:13]1[CH:22]=[CH:21][CH:20]=[CH:19][C:14]=1[CH2:15][N:16]=[C:17]=[O:18].C(N(CC)C(C)C)(C)C>ClCCl>[Cl:1][C:8]1[S:7][C:6]([C:4](=[O:5])[CH2:3][NH:2][C:17]([NH:16][CH2:15][C:14]2[CH:19]=[CH:20][CH:21]=[CH:22][C:13]=2[F:12])=[O:18])=[CH:10][CH:9]=1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 6434981-Fluoro-2-(isocyanatomethyl)benzeneHCID 57455762HCID 57455762, compound

Product 1

HCID 58012209HCID 58012209, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent3×

Conditions

Temperature
0 °C

Procedure

850 mg (4.007 mmol) of 2-amino-1-(4-chlor-2-thienyl)ethanone hydrochloride are placed in 26 ml dichloromethane, cooled to 0° C. and treated dropwise with a solution of 606 mg (4.007 mmol) of 2-fluorobenzyl isocyanate in 2 ml dichloromethane. It is stirred for 10 mins more at 0° C. and then a solution of 518 mg (4.007 mmol) of N,N-diisopropylethylamine in 4 ml dichloromethane is added dropwise. After two hours' stirring at room temperature the reaction mixture is evaporated and the crude product (1300 mg, 99% of theory) further reacted without purification.

Workup

  1. stirringAfter two hours' stirring at room temperature the reaction mixture
  2. customis evaporated
  3. customthe crude product (1300 mg, 99% of theory) further reacted without purification

Sources & evidence

ORD record
ord-64301e66ed6946859c52f27d285af29f
Source dataset
uspto-grants-2011_12
Patent number
US08084481B2

Reaction notes

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