Hydrochloric Acid → HCID 86744796, compound

HRID 2051403Notes

Reaction equation

HRID 2051403 reaction equation
[OH:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][C:5](/[CH:10]=[CH:11]/[CH:12]=[CH:13]/[C:14]([NH:16][CH2:17][CH2:18][N:19]2[CH2:24][CH2:23][CH:22]([C:25]3[C:33]4[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=4)[NH:27][CH:26]=3)[CH2:21][CH2:20]2)=[O:15])=[CH:4][C:3]=1[O:34][CH3:35].[ClH:36]>CO.O>[ClH:36].[OH:1][C:2]1[C:3]([O:34][CH3:35])=[CH:4][C:5](/[CH:10]=[CH:11]/[CH:12]=[CH:13]/[C:14]([NH:16][CH2:17][CH2:18][N:19]2[CH2:24][CH2:23][CH:22]([C:25]3[C:33]4[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=4)[NH:27][CH:26]=3)[CH2:21][CH2:20]2)=[O:15])=[CH:6][C:7]=1[O:8][CH3:9]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 10412674HCID 10412674, compound

Product 1

HCID 86744796HCID 86744796, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Procedure

1-[2-{5-(4-hydroxy-3, 5-dimethoxyphenyl)-(2E, 4E)-2, 4pentadienoylamino}ethyl]-4-(3-indolyl)piperidine (4.5 g) was dissolved in a mixture of methanol (90 ml), 1N hydrochloric acid (18.9 ml) and water (19.8 ml), and water (51.3 ml) was dropwise added thereto to ambient temperature. The resulting precipitate was collected by filtration, washed with ethanol (9 ml) and dried to give 1-[2-{5-(4-hydroxy-3, 5-dimethoxyphenyl)-(2E, 4E)-2, 4-pentadienoylamino}ethyl]-4-(3-indolyl)piperidine hydrochloride (4.30 g).

Workup

  1. additionwas dropwise added
  2. customto ambient temperature
  3. filtrationThe resulting precipitate was collected by filtration
  4. washwashed with ethanol (9 ml)
  5. customdried

Sources & evidence

ORD record
ord-5504663d85124bdb856e4c5ac5b7e2b9
Source dataset
uspto-grants-1991_05
Patent number
US05017703

Reaction notes

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