Trifluoroacetic acid methylene chloride → HCID 59425167, compound

HRID 1009618Notes

Reaction equation

HRID 1009618 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-eb86f5d2bf41426f89c0bb8c26365a76
Source dataset
uspto-grants-2011_07
Patent number
US07973069B2

Reaction notes

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