Water → HCID 66775022, compound

HRID 1644846Notes

Reaction equation

HRID 1644846 reaction equation
B(Cl)(Cl)Cl.[CH2:5]([C:9]1[S:13][C:12]([S:14]([NH:17]C(C)(C)C)(=[O:16])=[O:15])=[C:11]([C:22]2[CH:27]=[CH:26][C:25]([CH2:28][N:29]3[CH:33]=[N:32][N:31]=[N:30]3)=[CH:24][CH:23]=2)[CH:10]=1)[CH:6]([CH3:8])[CH3:7].O>C(Cl)Cl>[CH2:5]([C:9]1[S:13][C:12]([S:14]([NH2:17])(=[O:16])=[O:15])=[C:11]([C:22]2[CH:27]=[CH:26][C:25]([CH2:28][N:29]3[CH:33]=[N:32][N:31]=[N:30]3)=[CH:24][CH:23]=2)[CH:10]=1)[CH:6]([CH3:8])[CH3:7]

Participants

5

Reactant 3

HCID 962WaterHCID 25135Boron TrichlorideHCID 66774514HCID 66774514, compound

Product 1

HCID 66775022HCID 66775022, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

BCl3 (1.0 mL, 1M, 1.0 mmol) was added to a solution of 5-iso-butyl-N-tert-butyl-3-(4-tetrazol-1-ylmethylphenyl)thiophene-2-sulfonamide (177.0 mg, 0.408 mmol, see step (b) above) in CH2Cl2 (10 mL) under N2 (g), and the reaction mixture was stirred for 0.5 h. Water (50 mL) was added and the mixture was extracted with ethyl acetate (3×50 mL). The combined organic phases were washed with brine, dried over MgSO4 and the solvent was removed in vacuo. The crude product was used directly in the next step used without further purification.

Workup

  1. extractionthe mixture was extracted with ethyl acetate (3×50 mL)
  2. washThe combined organic phases were washed with brine
  3. dry with materialdried over MgSO4
  4. customthe solvent was removed in vacuo
  5. customused without further purification

Sources & evidence

ORD record
ord-8feb3cc2ebdb408fa41db0fd701ad57b
Source dataset
uspto-grants-2012_02
Patent number
US08124638B2

Reaction notes

Loading…