Ethanesulfonic acid → HCID 131734372, compound

HRID 1507459Notes

Reaction equation

HRID 1507459 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].[CH2:34]([S:36]([OH:39])(=[O:38])=[O:37])[CH3:35]>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].[S:36]([CH2:34][CH3:35])([O-:39])(=[O:38])=[O:37]

Participants

4

Reactant 2

HCID 11668Ethanesulfonic acidHCID 42611257Vemurafenib

Product 1

HCID 131734372HCID 131734372, compoundYield 95.3%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
2.5 °C

Procedure

Vemurafenib free-base (0.5 g) was suspended in 10 mL acetone at 30-35° C. Ethanesulfonic acid (0.11 g) was added at 30-35° C. and the mixture was cooled to 0-5° C. within 30 minutes. The resulting precipitate was isolated by filtration and washed with acetone (2 mL) The product was dried under reduced pressure (20 mbar) at room temperature to yield 0.57 g of Vemurafenib esylate as a white powder.

Workup

  1. customThe resulting precipitate was isolated by filtration
  2. washwashed with acetone (2 mL) The product
  3. customwas dried under reduced pressure (20 mbar) at room temperature

Sources & evidence

ORD record
ord-61585866a51e410cbda884c0f97df647
Source dataset
uspto-grants-2015_12
Patent number
US09221815B2

Reaction notes

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