Water → HCID 66775478, compound

HRID 1993850Notes

Reaction equation

HRID 1993850 reaction equation
[CH2:1]([C:5]1[S:9][C:8]([S:10]([NH:13]C(C)(C)C)(=[O:12])=[O:11])=[C:7]([C:18]2[CH:23]=[CH:22][C:21]([CH2:24][N:25]3[N:29]=[N:28][CH:27]=[N:26]3)=[CH:20][CH:19]=2)[CH:6]=1)[CH:2]([CH3:4])[CH3:3].B(Cl)(Cl)Cl.O>C(Cl)Cl>[CH2:1]([C:5]1[S:9][C:8]([S:10]([NH2:13])(=[O:12])=[O:11])=[C:7]([C:18]2[CH:23]=[CH:22][C:21]([CH2:24][N:25]3[N:29]=[N:28][CH:27]=[N:26]3)=[CH:20][CH:19]=2)[CH:6]=1)[CH:2]([CH3:4])[CH3:3]

Participants

5

Reactant 3

HCID 962WaterHCID 25135Boron TrichlorideHCID 66775093HCID 66775093, compound

Product 1

HCID 66775478HCID 66775478, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 5-iso-butyl-N-tert-butyl-3-(4-tetrazol-2-ylmethylphenyl)-thiophene-2-sulfonamide (42.1 mg, 0.111 mmol, see step (c) above) in CH2Cl2 (10 mL) was added BCl3 (0.5 mL, 1M, 0.5 mmol) under N2 (g). 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 and dried over MgSO4 and the solvent was removed in vacuo. The crude product was used directly in the next step 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. customThe crude product was used directly in the next step without further purification

Sources & evidence

ORD record
ord-cbc66b3aa8f642e99a0d4ac66525b894
Source dataset
uspto-grants-2010_01
Patent number
US07652054B2

Reaction notes

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