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

HRID 714566Notes

Reaction equation

HRID 714566 reaction equation
[C:1]([OH:7])([C:3]([F:6])([F:5])[F:4])=[O:2].CC([N:12]([C@@H:16]([CH2:30][CH3:31])/[CH:17]=[CH:18]/[C:19]([N:21]1[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH2:23][CH2:22]1)=[O:20])C(=O)[O-])(C)C>C(Cl)Cl>[F:4][C:3]([F:6])([F:5])[C:1]([OH:7])=[O:2].[N:21]1([C:19](=[O:20])/[CH:18]=[CH:17]/[C@@H:16]([NH2:12])[CH2:30][CH3:31])[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH2:23][CH2:22]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 131734063HCID 131734063, 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-625eb8af4dfd44faa96f0ab19201e92f
Source dataset
uspto-grants-2015_11
Patent number
US09187461B2

Reaction notes

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