Trifluoroacetic acid methylene chloride → HCID 59425167, compound

HRID 907186Notes

Reaction equation

HRID 907186 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) was treated with TFA/DCM (7.5 mL/7.5 mL) at room temperature for 2 hr, and the volatiles were removed in vacuum. The residue was treated with saturated NaHCO3 and the precipitate was 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 were removed in vacuum
  2. additionThe residue was treated with saturated NaHCO3
  3. filtrationthe precipitate was collected via filtration
  4. washwashed thoroughly with water
  5. customdried in air

Sources & evidence

ORD record
ord-a7c6b5e4e1254f61b26b2cf4545ec915
Source dataset
uspto-grants-2011_09
Patent number
US08013006B2

Reaction notes

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