Ethanol → HCID 59239856, compound

HRID 1668389Notes

Reaction equation

HRID 1668389 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:12][C:11]([C:13]([O:15]C)=O)=[C:10]([N:17]=[CH:18][N:19]([CH3:21])C)[CH:9]=2)=[CH:4][CH:3]=1.Cl.NC[CH2:25][C:26]1[CH:38]=[CH:37][C:29]([CH2:30][N:31]2[CH2:35][CH2:34][CH2:33][C:32]2=[O:36])=[CH:28][CH:27]=1.C(N(CC)C(C)C)(C)C.C(O)C>C(OCC)(=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[S:12][C:11]3[C:13](=[O:15])[N:19]([CH2:21][CH2:25][C:26]4[CH:27]=[CH:28][C:29]([CH2:30][N:31]5[CH2:35][CH2:34][CH2:33][C:32]5=[O:36])=[CH:37][CH:38]=4)[CH:18]=[N:17][C:10]=3[CH:9]=2)=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 81531DiisopropylethylamineHCID 11544322Methyl 5-(4-chlorophenyl)-3-(dimethylaminomethyleneamino)thiophene-2-carboxylateHCID 54594949914104-14-6

Product 1

HCID 59239856HCID 59239856, compoundYield 75.8%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of methyl 5-(4-chlorophenyl)-3-(dimethylaminomethyleneamino)thiophene-2-carboxylate (0.1 g), 1-[4-(2-aminoethyl)benzyl]pyrrolidin-2-one hydrochloride (87 mg), N,N-diisopropylethylamine (44 mg) and ethanol (2 ml) was stirred at 70° C. for 3 hr. The reaction mixture was allowed to cool, ethyl acetate was added, and the precipitate was collected by filtration to give the title compound (109 mg) as a colorless powder.

Workup

  1. temperatureto cool
  2. filtrationthe precipitate was collected by filtration

Sources & evidence

ORD record
ord-59a8ab62a0e74fc79bd5fac9b58ed643
Source dataset
uspto-grants-2011_08
Patent number
US07989445B2

Reaction notes

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