Hydrochloric Acid → HCID 178519481, compound

HRID 353465Notes

Reaction equation

HRID 353465 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]([S:11]([N:14]1[CH2:19][CH2:18][N:17]([C:20](=[O:38])[C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[C:27]3[CH:32]=[CH:31][N:30]=[C:29]([O:33]C(C)(C)C)[N:28]=3)[CH2:16][CH2:15]1)(=[O:13])=[O:12])=[CH:5]2.Cl>ClCCl.CO>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]([S:11]([N:14]1[CH2:15][CH2:16][N:17]([C:20](=[O:38])[C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[C:27]3[CH:32]=[CH:31][N:30]=[C:29]([OH:33])[N:28]=3)[CH2:18][CH2:19]1)(=[O:13])=[O:12])=[CH:5]2

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 23513738HCID 23513738, compound

Product 1

HCID 178519481HCID 178519481, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1-(5-chloroindol-2-ylsulphonyl)-4-[(2-tert-butyloxypyrimidin-4-yl)benzoyl]piperazine (200 mg, 0.361 mmol) in dichloromethane and methanol (10 ml of a 4:1 mixture) was added a solution of hydrogen chloride in methanol (0.40 ml of ˜4.5 M, 1.8 mmol), and the reaction stirred at ambient temperature for 1 hr. The solvent was removed in vacuo and the residue crystallised from ethanol to give 1-(5-chloroindol-2-ylsulphonyl)-4-[(2-hydroxypyrimidin-4-yl)benzoyl]piperazine as a colourless solid.

Workup

  1. customThe solvent was removed in vacuo
  2. customthe residue crystallised from ethanol

Sources & evidence

ORD record
ord-c619cbd747cb418a80c6f9f93f50fbb4
Source dataset
uspto-grants-2004_06
Patent number
US06753331B1

Reaction notes

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