Hydrochloric Acid → 4-[(6-Chloronaphthalen-2-yl)sulfonyl]-1-[(6-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridin-2-yl)carbonyl]piperazine-2-carbohydroxamic Acid

HRID 352960Notes

Reaction equation

HRID 352960 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]([C:23]3[S:24][C:25]4[CH2:26][NH:27][CH:28]([CH3:32])[CH2:29][C:30]=4[N:31]=3)=[O:22])[CH:17]([C:33](=[O:42])[NH:34][O:35]C3CCCCO3)[CH2:16]1)(=[O:14])=[O:13])[CH:6]=[CH:5]2.Cl>CO>[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]([C:23]3[S:24][C:25]4[CH2:26][NH:27][CH:28]([CH3:32])[CH2:29][C:30]=4[N:31]=3)=[O:22])[CH:17]([C:33]([NH:34][OH:35])=[O:42])[CH2:16]1)(=[O:13])=[O:14])[CH:6]=[CH:5]2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 227106624-[(6-Chloronaphthalen-2-yl)sulfonyl]-1-[(6-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridin-2-yl)carbonyl]-2-[[N-(tetrahydropyran-2-yloxy)]carbamoyl]piperazine

Product 1

HCID 227095664-[(6-Chloronaphthalen-2-yl)sulfonyl]-1-[(6-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridin-2-yl)carbonyl]piperazine-2-carbohydroxamic Acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In methanol (10 ml), 4-[(6-chloronaphthalen-2-yl)sulfonyl]-1-[(6-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridin-2-yl)carbonyl]-2-[[N-(tetrahydropyran-2-yloxy)]carbamoyl]piperazine (297 mg) was dissolved, followed by the addition of 1N hydrochloric acid (10 ml). The resulting mixture was stirred at room temperature for 1 hour. The reaction mixture was concentrated under reduced pressure. The residue was purified by “HP-20” (Φ1.7×20.0 cm, acetonitrile:water=1:5), whereby the title compound (65 mg) was obtained as a pale yellow foam.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customThe residue was purified by “HP-20” (Φ1.7×20.0 cm, acetonitrile:water=1:5), whereby the title compound (65 mg)
  3. customwas obtained as a pale yellow foam

Sources & evidence

ORD record
ord-f2345ad245b149768bf8fa021035a87d
Source dataset
uspto-grants-2004_06
Patent number
US06747023B1

Reaction notes

Loading…