Trifluoroacetic acid → (R)-1-phenyl-N2-(tetrahydro-pyran-4-yl)-ethane-1,2-diamine TFA salt

HRID 1711189Notes

Reaction equation

HRID 1711189 reaction equation
C(OC(=O)[NH:7][C@H:8]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[CH2:9][NH:10][CH:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1)(C)(C)C.[C:24]([OH:30])([C:26]([F:29])([F:28])[F:27])=[O:25]>C(Cl)Cl>[OH:30][C:24]([C:26]([F:29])([F:28])[F:27])=[O:25].[C:17]1([C@@H:8]([NH2:7])[CH2:9][NH:10][CH:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68777024[(R)-1-phenyl-2-(tetrahydro-pyran-4-ylamino)-ethyl]-carbamic acid tert-butyl ester

Product 1

HCID 86629533(R)-1-phenyl-N2-(tetrahydro-pyran-4-yl)-ethane-1,2-diamine TFA salt

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of the tert-butyl carbamate (333 mg, 1.04 mmol) and TFA (1.0 ml) in CH2Cl2 (6.0 ml) was stirred at room temperature for 50 minutes. The excess solvent was removed under reduced pressure, giving the crude (R)-1-phenyl-N2-(tetrahydro-pyran-4-yl)-ethane-1,2-diamine TFA salt as a pale yellow oil (849 mg).

Workup

  1. customThe excess solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-df56fd8f191b4e53924d355121229f7f
Source dataset
uspto-grants-2010_09
Patent number
US07790747B2

Reaction notes

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