Hydrochloric Acid → N-[1-[3-(2-methoxycarbonylphenoxy)propan-1-yl]piperidin-4-yl]-5-thia-1,8b-diazaacenaphthylene-4-carboxamide dihydrochloride

HRID 1978526Notes

Reaction equation

HRID 1978526 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:35]=[CH:34][CH:33]=[CH:32][C:6]=1[O:7][CH2:8][CH2:9][CH2:10][N:11]1[CH2:16][CH2:15][CH:14]([NH:17][C:18]([C:20]2[S:30][C:29]3[N:31]4[C:22](=[CH:23][N:24]=[C:25]4[CH:26]=[CH:27][CH:28]=3)[CH:21]=2)=[O:19])[CH2:13][CH2:12]1)=[O:4].[ClH:36]>C(O)C>[ClH:36].[ClH:36].[CH3:1][O:2][C:3]([C:5]1[CH:35]=[CH:34][CH:33]=[CH:32][C:6]=1[O:7][CH2:8][CH2:9][CH2:10][N:11]1[CH2:16][CH2:15][CH:14]([NH:17][C:18]([C:20]2[S:30][C:29]3[N:31]4[C:22](=[CH:23][N:24]=[C:25]4[CH:26]=[CH:27][CH:28]=3)[CH:21]=2)=[O:19])[CH2:13][CH2:12]1)=[O:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 21993853N-[1-[3-(2-methoxycarbonylphenoxy)propan-1-yl]piperidin-4-yl]-5-thia-1,8b-diazaacenaphthylene-4-carboxamide

Product 1

HCID 21994086N-[1-[3-(2-methoxycarbonylphenoxy)propan-1-yl]piperidin-4-yl]-5-thia-1,8b-diazaacenaphthylene-4-carboxamide dihydrochlorideYield 87%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 0.81 g (1.64 inmol.) of N-[1-[3-(2-methoxycarbonylphenoxy)propan-1-yl]piperidin-4-yl]-5-thia-1,8b-diazaacenaphthylene-4-carboxamide in ethanol (5 ml) was added, at room temperature, 1 ml (12 mmol.) of 12N hydrochloric acid. The mixture was stirred for several minutes. The reaction mixture was concentrated, to which was added acetonitrile. The resulting crystalline precipitate was collected by filtration, which was washed with ethanol and diethyl ether to give the object compound (809.1 mg, 87%) as orange crystals, m.p.164-168° C.

Workup

  1. concentrationThe reaction mixture was concentrated, to which
  2. additionwas added acetonitrile
  3. filtrationThe resulting crystalline precipitate was collected by filtration, which
  4. washwas washed with ethanol and diethyl ether

Sources & evidence

ORD record
ord-ddd33cfa13f24474b2138a130c78f5e8
Source dataset
uspto-grants-2001_05
Patent number
US06235731B1

Reaction notes

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