Water → HCID 67917939, compound

HRID 1682010Notes

Reaction equation

HRID 1682010 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][N:10]2[CH2:15][CH2:14][CH2:13][CH:12]([CH2:16][N:17]3[C:23](=[O:24])[CH2:22][C:21]4[CH:25]=[C:26]([O:31][CH3:32])[C:27]([O:29][CH3:30])=[CH:28][C:20]=4[CH2:19][CH2:18]3)[CH2:11]2)=[CH:4][CH:3]=1.C(N(CC)CC)C.[C:40]([Cl:43])(=[O:42])[CH3:41].O>C(Cl)Cl>[ClH:43].[NH:1]([C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH2:9][N:10]2[CH2:15][CH2:14][CH2:13][CH:12]([CH2:16][N:17]3[C:23](=[O:24])[CH2:22][C:21]4[CH:25]=[C:26]([O:31][CH3:32])[C:27]([O:29][CH3:30])=[CH:28][C:20]=4[CH2:19][CH2:18]3)[CH2:11]2)=[CH:6][CH:7]=1)[C:40]([CH3:41])=[O:42]

Participants

6

Reactant 4

HCID 962WaterHCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 19804015HCID 19804015, compound

Product 1

HCID 67917939HCID 67917939, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.88 g (0.002 mol) of 3-[(N-(2-(4-amino-phenyl)-ethyl)-piperidin-3-yl)-methyl]-7, 8-dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-one and 0.3 ml (0.0022 mol) of triethylamine are dissolved in 10 ml of methylene chloride and 0.16 ml (0.0022 mol) of acetyl chloride are added dropwize with stirring. After 30 minutes water is added. The aqueous phase is extracted three times with methylene chloride. The organic phase is dried over magnesium sulphate and evaporated down in vacuo. The hydrochloride is precipitated from a solution of the residue in acetone using methanolic hydrochloric acid.

Workup

  1. extractionThe aqueous phase is extracted three times with methylene chloride
  2. dry with materialThe organic phase is dried over magnesium sulphate
  3. customevaporated down in vacuo
  4. customThe hydrochloride is precipitated from a solution of the residue in acetone using methanolic hydrochloric acid

Sources & evidence

ORD record
ord-a07a16112c814d57b2a460b6f566cb45
Source dataset
uspto-grants-1992_12
Patent number
US05175157

Reaction notes

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