Hydrochloric Acid → HCID 178479670, compound

HRID 1937324Notes

Reaction equation

HRID 1937324 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([S:12]([N:15]1[CH2:20][CH2:19][N:18]([C:21](=[O:39])[C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[C:28]3[CH:33]=[CH:32][N:31]=[C:30]([O:34]C(C)(C)C)[N:29]=3)[CH2:17][CH2:16]1)(=[O:14])=[O:13])[CH:6]=[CH:5]2.Cl.CO>ClCCl>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([S:12]([N:15]1[CH2:16][CH2:17][N:18]([C:21](=[O:39])[C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[C:28]3[CH:33]=[CH:32][N:31]=[C:30]([OH:34])[N:29]=3)[CH2:19][CH2:20]1)(=[O:13])=[O:14])[CH:6]=[CH:5]2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 22460700HCID 22460700, compound

Product 1

HCID 178479670HCID 178479670, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1-(6-chloronaphth-2-ylsulphonyl)-4-[(2-tert-butyloxypyrimidin-4-yl)benzoyl]piperazine (120 mg, 0.213 mmol) in dichloromethane (5 ml) was added a solution of hydrogen chloride in methanol (0.24 ml of ˜4.5 M, 1.06 mmol). A precipitate formed immediately, and the reaction was stirred at ambient temperature for 1 hr. The solvent was removed in vacuo and the residue triturated with methanol. The solid was collected by filtration to give 1-(6-chloronaphth-2-ylsulphonyl)-4-[(2-hydroxypyrimidin-4-yl)benzoyl]piperazine hydrochloride as a colourless solid.

Workup

  1. customA precipitate formed immediately
  2. customThe solvent was removed in vacuo
  3. customthe residue triturated with methanol
  4. filtrationThe solid was collected by filtration

Sources & evidence

ORD record
ord-fa14e85a1f3a4b50a3e707bbd697e957
Source dataset
uspto-grants-2002_05
Patent number
US06395731B1

Reaction notes

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