Trifluoroacetic acid methylene chloride → HCID 59425167, compound

HRID 506088Notes

Reaction equation

HRID 506088 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:16]=[C:15]2[C:11]([C:12]([C:28]#[N:29])=[C:13]([C:19]3[CH:24]=[CH:23][C:22]([O:25][CH2:26][CH3:27])=[CH:21][CH:20]=3)[N:14]2[CH2:17][CH3:18])=[CH:10][CH:9]=1)(C)(C)C.C(O)(C(F)(F)F)=O.C(Cl)Cl>>[NH2:7][C:8]1[CH:16]=[C:15]2[C:11]([C:12]([C:28]#[N:29])=[C:13]([C:19]3[CH:24]=[CH:23][C:22]([O:25][CH2:26][CH3:27])=[CH:21][CH:20]=3)[N:14]2[CH2:17][CH3:18])=[CH:10][CH:9]=1

Participants

3

Reactant 2

HCID 21863450Trifluoroacetic acid methylene chlorideHCID 59425963HCID 59425963, compound

Product 1

HCID 59425167HCID 59425167, compoundYield 96%

Procedure

Compound 832 prepared in step A above (0.63 g, 1.56 mmol) is treated with TFA/DCM (7.5 mL/7.5 mL) at room temperature for 2 h, and the volatiles are removed in vacuum. The residue is treated with saturated NaHCO3 and the precipitate is collected via filtration and washed thoroughly with water, dried in air to provide 6-amino-2-(4-ethoxyphenyl)-1-ethyl-1H-indole-3-carbonitrile (0.45 g, 96%), compound 833.

Workup

  1. customthe volatiles are removed in vacuum
  2. additionThe residue is treated with saturated NaHCO3
  3. filtrationthe precipitate is collected via filtration
  4. washwashed thoroughly with water
  5. customdried in air

Sources & evidence

ORD record
ord-9ed111f0d2364919b74dd8bbfef5e2dd
Source dataset
uspto-grants-2010_08
Patent number
US07781478B2

Reaction notes

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