Ethanol → HCID 59239823, compound

HRID 1668381Notes

Reaction equation

HRID 1668381 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.Cl.[N:24]1([CH:30]([C:32]2[CH:37]=[CH:36][C:35]([CH2:38]CN)=[CH:34][CH:33]=2)[CH3:31])[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]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][CH2:38][C:35]4[CH:34]=[CH:33][C:32]([CH:30]([N:24]5[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]5)[CH3:31])=[CH:37][CH:36]=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 67360624HCID 67360624, compound

Product 1

HCID 59239823HCID 59239823, compoundYield 62.8%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of methyl 5-(4-chlorophenyl)-3-(dimethylaminomethyleneamino)thiophene-2-carboxylate (0.2 g), 2-[4-(1-piperidin-1-ylethyl)phenyl]ethanamine dihydrochloride (0.19 g), N,N-diisopropylethylamine (0.20 g) and ethanol (4 ml) were 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 (186 mg) as a colorless powder.

Workup

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

Sources & evidence

ORD record
ord-28fb6fb262c34c3a922001123bd4fed5
Source dataset
uspto-grants-2011_08
Patent number
US07989445B2

Reaction notes

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