Trifluoroacetic acid → Methyl (R)-3-(methylamino)-2,3-dihydro-1H-indene-5-carboxylate

HRID 1253640Notes

Reaction equation

HRID 1253640 reaction equation
C(O)(C(F)(F)F)=O.C(O[C:13]([N:15](C)[C@H:16]1[C:24]2[C:19](=[CH:20][CH:21]=[C:22]([C:25]([O:27][CH3:28])=[O:26])[CH:23]=2)[CH2:18][CH2:17]1)=O)(C)(C)C>C(Cl)Cl>[CH3:13][NH:15][C@H:16]1[C:24]2[C:19](=[CH:20][CH:21]=[C:22]([C:25]([O:27][CH3:28])=[O:26])[CH:23]=2)[CH2:18][CH2:17]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59505713Methyl (R)-3-((tert-butoxycarbonyl)(methyl)amino)-2,3-dihydro-1H-indene-5-carboxylate

Product 1

HCID 59505421Methyl (R)-3-(methylamino)-2,3-dihydro-1H-indene-5-carboxylate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

TFA (2 ml) was added dropwise to a solution of (R)-methyl 3-(tert-butoxycarbonyl(methyl)-amino)-2,3-dihydro-1H-indene-5-carboxylate (760 mg, 2.49 mmol, 1.0 eq.) in methylene chloride (10 ml) at 0° C. The reaction mixture was then stirred at RT for 2 h. After completion of the reaction, the reaction mixture was concentrated to afford the desired product which was used in the next step without further purification.

Workup

  1. customAfter completion of the reaction
  2. concentrationthe reaction mixture was concentrated

Sources & evidence

ORD record
ord-68b04f90a77c4ff4877b6b8d38399022
Source dataset
uspto-grants-2013_06
Patent number
US08455475B2

Reaction notes

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