Trifluoroacetic acid → HCID 68549477, compound

HRID 402538Notes

Reaction equation

HRID 402538 reaction equation
[NH2:1][C@@H:2]1[CH2:8][CH2:7][CH2:6][C@H:5]([O:9][C:10]2[CH:11]=[C:12]3[C:17](=[CH:18][C:19]=2[CH3:20])[C:16](=[O:21])[N:15](CC2C=CC(OC)=CC=2)[CH:14]=[CH:13]3)[CH2:4][CH2:3]1.FC(F)(F)C(O)=O>>[NH2:1][C@@H:2]1[CH2:8][CH2:7][CH2:6][C@H:5]([O:9][C:10]2[CH:11]=[C:12]3[C:17](=[CH:18][C:19]=2[CH3:20])[C:16](=[O:21])[NH:15][CH:14]=[CH:13]3)[CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68554083HCID 68554083, compound

Product 1

HCID 68549477HCID 68549477, compound

Conditions

Temperature
150 °C

Procedure

130 mg (0.32 mmol) 6-(cis-4-amino-cycloheptyloxy)-2-(4-methoxy-benzyl)-7-methyl-2H-isoquinolin-1-one were dissolved in 730 mg (6.4 mmol) trifluoroacetic acid and the mixture was heated for 2 h in a microwave oven at 150° C. Then the excess trifluoroacetic acid was distilled off in vacuo and the residue was diluted with water and the solution was made alkaline. After extraction with dichloromethane, drying over magnesium sulfate and evaporation 24 mg of 6-(cis-4-amino-cycloheptyloxy)-7-methyl-2H-isoquinolin-1-one (47) were obtained. Rt=0.96 min (Method B). Detected mass: 287.3 (M+H+).

Workup

  1. distillationThen the excess trifluoroacetic acid was distilled off in vacuo
  2. additionthe residue was diluted with water
  3. extractionAfter extraction with dichloromethane
  4. dry with materialdrying over magnesium sulfate
  5. customevaporation 24 mg of 6-(cis-4-amino-cycloheptyloxy)-7-methyl-2H-isoquinolin-1-one (47)
  6. customwere obtained

Sources & evidence

ORD record
ord-2e275e31a3bf4a1aadabaf0fa99f3eb2
Source dataset
uspto-grants-2014_06
Patent number
US08742116B2

Reaction notes

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