Isopropylamine → HCID 68524574, compound

HRID 1990109Notes

Reaction equation

HRID 1990109 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[C:14]([C:15]#[N:16])=[C:13]([S:17][CH3:18])[S:12][C:11]=2[C:19]([OH:21])=[O:20])=[CH:6][CH:5]=1)([OH:3])=O.C(N1C=CN=C1)(N1C=CN=C1)=O.[CH:34]([NH2:37])([CH3:36])[CH3:35].O.Cl>C(Cl)Cl>[C:15]([C:14]1[C:10]([C:7]2[CH:8]=[CH:9][C:4]([C:1](=[O:3])[NH:37][CH:34]([CH3:36])[CH3:35])=[CH:5][CH:6]=2)=[C:11]([C:19]([OH:21])=[O:20])[S:12][C:13]=1[S:17][CH3:18])#[N:16]

Participants

6

Reactant 4

HCID 6363IsopropylamineHCID 682631,1'-CarbonyldiimidazoleHCID 21885828Hydrate;hydrochlorideHCID 68521147HCID 68521147, compound

Product 1

HCID 68524574HCID 68524574, compoundYield 27%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Combine 3-(4-Carboxy-phenyl)-4-cyano-5-methylsulfanyl-thiophene-2-carboxylic acid (0.1 g, 1.0 eq) in CH2Cl2 (5.0 mL) and stir. Add carbonyldiimidazole (2.0 eq). Stir the mixture overnight. Add isopropylamine (1.0 eq) and stir overnight at room temperature. Add 1N HCl water solution. Filter the precipitate to provide the title compound (0.03 g, Yield 27%). MS (ES+, m/e): 361 (M+1).

Workup

  1. filtrationFilter the precipitate

Sources & evidence

ORD record
ord-771ffc24085a4cd4873b4cc189fde795
Source dataset
uspto-grants-2010_01
Patent number
US07642361B2

Reaction notes

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