Hydrochloric Acid → HCID 71617851, compound

HRID 60065Notes

Reaction equation

HRID 60065 reaction equation
[CH3:1][CH2:2][CH2:3][S:4]([NH:7][C:8]1[CH:9]=[CH:10][C:11]([F:33])=[C:12]([C:15]([C:17]2[C:21]3[CH:22]=[C:23]([C:26]4[CH:27]=[CH:28][C:29]([Cl:32])=[CH:30][CH:31]=4)[CH:24]=[N:25][C:20]=3[NH:19][CH:18]=2)=[O:16])[C:13]=1[F:14])(=[O:6])=[O:5].[ClH:34].C(O)C>CC(C)=O>[CH3:1][CH2:2][CH2:3][S:4]([NH:7][C:8]1[CH:9]=[CH:10][C:11]([F:33])=[C:12]([C:15]([C:17]2[C:21]3[CH:22]=[C:23]([C:26]4[CH:27]=[CH:28][C:29]([Cl:32])=[CH:30][CH:31]=4)[CH:24]=[N:25][C:20]=3[NH:19][CH:18]=2)=[O:16])[C:13]=1[F:14])(=[O:6])=[O:5].[ClH:34]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 42611257Vemurafenib

Product 1

HCID 71617851HCID 71617851, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
35 °C

Procedure

Vemurafenib (Form 2, 0.5 g, 1.02 mmol) was suspended in 5 mL acetone and the mixture was warmed to 35° C. While maintaining this temperature, 0.8 ml of 1.25 M HCl in ethanol (approximately 1 equivalent) were added dropwise. A clear solution was obtained. Thereafter, the solution was allowed to cool to RT and stirred overnight. The obtained precipitate was filtered, washed with acetone and dried under ambient conditions (RT, atmospheric pressure) for approximately 20 h. Yield: 0.49 g (91%).

Workup

  1. additionwere added dropwise
  2. customA clear solution was obtained
  3. temperatureto cool to RT
  4. filtrationThe obtained precipitate was filtered
  5. washwashed with acetone
  6. customdried under ambient conditions (RT, atmospheric pressure) for approximately 20 h

Sources & evidence

ORD record
ord-9a7332a9a26743079d78e7b332115661
Source dataset
uspto-grants-2016_09
Patent number
US09440971B2

Reaction notes

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