Trifluoroacetic acid → [(1S,2E)-4-(2,3-dihydro-1H-indol-1-yl)-1-(2-methylpropyl)-4-oxo-2-buten-1-yl]amine trifluoroacetate

HRID 714568Notes

Reaction equation

HRID 714568 reaction equation
CC([N:5]([C@@H:9]([CH2:23][CH:24]([CH3:26])[CH3:25])/[CH:10]=[CH:11]/[C:12]([N:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH2:16][CH2:15]1)=[O:13])C(=O)[O-])(C)C.[C:27]([OH:33])([C:29]([F:32])([F:31])[F:30])=[O:28]>C(Cl)Cl>[F:30][C:29]([F:32])([F:31])[C:27]([OH:33])=[O:28].[N:14]1([C:12](=[O:13])/[CH:11]=[CH:10]/[C@@H:9]([NH2:5])[CH2:23][CH:24]([CH3:26])[CH3:25])[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH2:16][CH2:15]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86666396HCID 86666396, compound

Product 1

HCID 86704317[(1S,2E)-4-(2,3-dihydro-1H-indol-1-yl)-1-(2-methylpropyl)-4-oxo-2-buten-1-yl]amine trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1,1-dimethylethyl[(1S,2E)-4-(2,3-dihydro-1H-indol-1-yl)-1-(2-methylpropyl)-4-oxo-2-buten-1-yl]carbamate (3.21 g, 8.95 mmol) in CH2Cl2 (10.0 mL) was added TFA (10 mL, 130 mmol). The reaction mixture was stirred for 17.5 h at RT and then concentrated under reduced pressure and dried under high vacuum to afford the title compound. LC-MS m/z 259 (M+H)+, 0.76 min (ret time).

Workup

  1. concentrationconcentrated under reduced pressure
  2. customdried under high vacuum

Sources & evidence

ORD record
ord-4f3495c00db54917b6cc5865a533b070
Source dataset
uspto-grants-2015_11
Patent number
US09187461B2

Reaction notes

Loading…