Trifluoroacetic acid → HCID 67336891, compound

HRID 1675204Notes

Reaction equation

HRID 1675204 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:17][C:18]2[C:27]3[C:22](=[CH:23][CH:24]=[C:25]([NH2:28])[CH:26]=3)[N:21]=[CH:20][N:19]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([F:16])[CH:11]=1.F[C:30](F)(F)[C:31](O)=O.[C:36](=[O:39])(O)[O-].[Na+]>C(Cl)Cl>[NH2:17][CH:4]([C:31]1[CH:30]=[CH:2][CH:7]=[CH:6][CH:5]=1)[CH2:3][C:36]([NH:28][C:25]1[CH:26]=[C:27]2[C:22](=[CH:23][CH:24]=1)[N:21]=[CH:20][N:19]=[C:18]2[NH:17][C:4]1[CH:5]=[CH:6][C:7]([O:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([F:16])[CH:11]=2)=[C:2]([Cl:1])[CH:3]=1)=[O:39]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 53630477Allitinib metabolite M6

Product 1

HCID 67336891HCID 67336891, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

0.64 g of the compound obtained in Example 45 dissolved in 20 ml of methylene chloride and 20 ml of trifluoroacetic acid was stirred at room temperature for 4 hours. The residue obtained from distillation of the reacted solution under a reduced pressure was stirred in 5 ml of methylene chloride while adding 20 ml of saturated sodium bicarbonate slowly and filtered under a reduced pressure to obtain the title compound as solid (0.53 g, 98%).

Workup

  1. customThe residue obtained from distillation of the reacted solution under a reduced pressure
  2. filtrationfiltered under a reduced pressure

Sources & evidence

ORD record
ord-6260e968c31a4429b3a855ddebee349b
Source dataset
uspto-grants-2011_08
Patent number
US08003658B2

Reaction notes

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