Hydrochloric Acid → 1-({[4-(Trifluoromethyl)pyridin-2-yl]methoxy}acetyl)pyrrolidin-3-amine

HRID 2103409Notes

Reaction equation

HRID 2103409 reaction equation
[F:1][C:2]([F:28])([F:27])[C:3]1[CH:8]=[CH:7][N:6]=[C:5]([CH2:9][O:10][CH2:11][C:12]([N:14]2[CH2:18][CH2:17][C@H:16]([NH:19]C(=O)OC(C)(C)C)[CH2:15]2)=[O:13])[CH:4]=1.Cl>CO.O1CCOCC1>[F:28][C:2]([F:1])([F:27])[C:3]1[CH:8]=[CH:7][N:6]=[C:5]([CH2:9][O:10][CH2:11][C:12]([N:14]2[CH2:18][CH2:17][CH:16]([NH2:19])[CH2:15]2)=[O:13])[CH:4]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 57803377tert-butyl [(3S)-1-({[4-(trifluoromethyl)pyridin-2-yl]methoxy}acetyl)pyrrolidin-3-yl]carbamate

Product 1

HCID 690056531-({[4-(Trifluoromethyl)pyridin-2-yl]methoxy}acetyl)pyrrolidin-3-amine

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of tert-butyl [(3S)-1-({[4-(trifluoromethyl)pyridin-2-yl]methoxy}acetyl)pyrrolidin-3-yl]carbamate (300 mg, 0.74 mmol) in methanol (3 mL) was added a 4.0 M solution of HCl in 1,4-dioxane (6 mL). After being stirred for 0.5 h at room temperature, the solution was concentrated under vacuum to give the title compound. MS (M+H) 304.2.

Workup

  1. concentrationthe solution was concentrated under vacuum

Sources & evidence

ORD record
ord-b5f6038a46de447590dcdaa858448693
Source dataset
uspto-grants-2009_08
Patent number
US07576089B2

Reaction notes

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