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

HRID 78735Notes

Reaction equation

HRID 78735 reaction equation
[C:1]([OH:7])([C:3]([F:6])([F:5])[F:4])=[O:2].[N:8]1([C:17](=[O:31])/[CH:18]=[CH:19]/[C@@H:20]([NH:23]C(=O)OC(C)(C)C)[CH2:21][CH3:22])[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH2:10][CH2:9]1>C(Cl)Cl>[F:4][C:3]([F:6])([F:5])[C:1]([OH:7])=[O:2].[N:8]1([C:17](=[O:31])/[CH:18]=[CH:19]/[C@@H:20]([NH2:23])[CH2:21][CH3:22])[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86704313HCID 86704313, compound

Product 1

HCID 86704314[(1S,2E)-4-(2,3-dihydro-1H-indol-1-yl)-1-ethyl-4-oxo-2-buten-1-yl]amine trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

TFA (25 mL, 324 mmol) was added to a solution of 1,1-dimethylethyl [(1S,2E)-4-(2,3-dihydro-1H-indol-1-yl)-1-ethyl-4-oxo-2-buten-1-yl]carbamate (7.21 g, 21.82 mmol) in CH2Cl2 (25 mL). The reaction was stirred at RT. After 3.5 h, CH2Cl2 (200 mL) was added, and the reaction was concentrated under reduced pressure and dried under high vacuum. LC-MS m/z 231 (M+H)+, 0.69 (ret time).

Workup

  1. concentrationthe reaction was concentrated under reduced pressure
  2. customdried under high vacuum

Sources & evidence

ORD record
ord-6949d126fcee467bbd98dbf4c5ab220c
Source dataset
uspto-grants-2014_09
Patent number
US08841463B2

Reaction notes

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