Trifluoroacetic acid → HCID 71208942, compound

HRID 1473098Notes

Reaction equation

HRID 1473098 reaction equation
[NH2:1][C:2](=[O:43])[CH2:3][C:4]1[CH:42]=[CH:41][CH:40]=[CH:39][C:5]=1[CH2:6][CH2:7][C:8]1[C:13]([C:14]([F:17])([F:16])[F:15])=[CH:12][N:11]=[C:10]([NH:18][C:19]2[CH:24]=[CH:23][C:22]([N:25]3[CH2:30][CH2:29][CH:28]([NH:31]C(=O)OC(C)(C)C)[CH2:27][CH2:26]3)=[CH:21][CH:20]=2)[N:9]=1.FC(F)(F)C(O)=O>ClCCl>[NH2:31][CH:28]1[CH2:29][CH2:30][N:25]([C:22]2[CH:23]=[CH:24][C:19]([NH:18][C:10]3[N:9]=[C:8]([CH2:7][CH2:6][C:5]4[CH:39]=[CH:40][CH:41]=[CH:42][C:4]=4[CH2:3][C:2]([NH2:1])=[O:43])[C:13]([C:14]([F:15])([F:17])[F:16])=[CH:12][N:11]=3)=[CH:20][CH:21]=2)[CH2:26][CH2:27]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 71229372HCID 71229372, compound

Product 1

HCID 71208942HCID 71208942, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-Butyl (1-(4-((4-(2-(2-amino-2-oxoethyl)phenethyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)phenyl)piperidin-4-yl)carbamate (I79) (138 mg, 0.231 mmol) was dissolved in dry dichloromethane (10 mL) under an atmosphere of nitrogen. Trifluoroacetic acid (1.0 mL, 13 mmol) was added to the solution and the reaction was stirred at room temperature overnight. The volatiles were removed in vacuo, EtOAc (50 mL) and sat. aq. NaHCO3 (50 mL) were added to the residue and the layers were separated.

Workup

  1. customThe volatiles were removed in vacuo, EtOAc (50 mL) and sat. aq. NaHCO3 (50 mL)
  2. additionwere added to the residue
  3. customthe layers were separated

Sources & evidence

ORD record
ord-6b1153ad97d24af08798257305128554
Source dataset
uspto-grants-2015_04
Patent number
US09012461B2

Reaction notes

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