Trifluoroacetic acid → HCID 66920272, compound

HRID 1510097Notes

Reaction equation

HRID 1510097 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]([C:16]2[C:24]3[C:19](=[CH:20][C:21]([C:25]#[N:26])=[CH:22][CH:23]=3)[N:18]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[C:17]=2[O:33][C:34]2[CH:39]=[C:38]([F:40])[CH:37]=[CH:36][C:35]=2[CH3:41])=[O:15])[CH2:10][CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[F:40][C:38]1[CH:37]=[CH:36][C:35]([CH3:41])=[C:34]([CH:39]=1)[O:33][C:17]1[N:18]([C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)[C:19]2[C:24]([C:16]=1[C:14]([N:11]1[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1)=[O:15])=[CH:23][CH:22]=[C:21]([C:25]#[N:26])[CH:20]=2

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66920266HCID 66920266, compound

Product 1

HCID 66920272HCID 66920272, compoundYield 67.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The compound of step 3 (20 mg, 36 μmol) was dissolved in DCM (6 ml), TFA (2 ml) was added, and the mixture was stirred at room temperature for 1 h. The solvents were evaporated. The residue was dissolved in a small quantity of MOH, mixed with hydrochloric acid (0.1 M) and lyophilized overnight. 11 mg of the title compound were obtained in the form of the 2-(5-fluoro-2-methyl-phenoxy)-1-phenyl-3-(piperazine-1-carbonyl)-1H-indole-6-carbonitrile hydrochloride.

Workup

  1. customThe solvents were evaporated
  2. dissolutionThe residue was dissolved in a small quantity of MOH
  3. additionmixed with hydrochloric acid (0.1 M)
  4. waitlyophilized overnight

Sources & evidence

ORD record
ord-dd8c0483991b40708f7cc3c8fce11f65
Source dataset
uspto-grants-2012_07
Patent number
US08211885B2

Reaction notes

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