Water → HCID 68677900, compound

HRID 1993845Notes

Reaction equation

HRID 1993845 reaction equation
[N:1]1([CH2:6][C:7]2[CH:12]=[CH:11][C:10]([C:13]3[CH:18]=[C:17]([CH2:19][CH:20]([CH3:22])[CH3:21])[CH:16]=[CH:15][C:14]=3[S:23]([NH:26]C(C)(C)C)(=[O:25])=[O:24])=[CH:9][CH:8]=2)[CH:5]=[CH:4][N:3]=[CH:2]1.B(Cl)(Cl)Cl.O>C(Cl)Cl>[N:1]1([CH2:6][C:7]2[CH:8]=[CH:9][C:10]([C:13]3[CH:18]=[C:17]([CH2:19][CH:20]([CH3:22])[CH3:21])[CH:16]=[CH:15][C:14]=3[S:23]([NH2:26])(=[O:24])=[O:25])=[CH:11][CH:12]=2)[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

5

Reactant 3

HCID 962WaterHCID 25135Boron TrichlorideHCID 11994152HCID 11994152, compound

Product 1

HCID 68677900HCID 68677900, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-(4-imidazol-1-ylmethylphenyl)-4-iso-butyl-N-tert-butylbenzene-sulfonamide (0.211 mmol, 90.0 mg, see step (c) above) in CH2Cl2 (5 mL) was added BCl3 (1.5 mL, 1M, 1.5 mmol) under N2 (g). The 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-57087b04673848879548f25f2cff11bd
Source dataset
uspto-grants-2010_01
Patent number
US07652054B2

Reaction notes

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