Hydrochloric Acid → N-[(1S,3S,5S)-2-Azabicyclo[3.1.0]hex-3-ylmethyl]-2,2,2-trifluoroacetamide

HRID 2064804Notes

Reaction equation

HRID 2064804 reaction equation
Cl.C(OC([N:9]1[C@H:14]([CH2:15][NH:16][C:17](=[O:22])[C:18]([F:21])([F:20])[F:19])[CH2:13][C@H:12]2[C@@H:10]1[CH2:11]2)=O)(C)(C)C>O1CCOCC1>[C@H:10]12[CH2:11][C@H:12]1[CH2:13][C@@H:14]([CH2:15][NH:16][C:17](=[O:22])[C:18]([F:20])([F:21])[F:19])[NH:9]2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86653638HCID 86653638, compound

Product 1

HCID 86653639N-[(1S,3S,5S)-2-Azabicyclo[3.1.0]hex-3-ylmethyl]-2,2,2-trifluoroacetamide

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

A solution of HCl in dioxane (4 M, 25 mL) is added to a solution of (1S,3S,5S)-3-[(2,2,2-trifluoro-acetylamino)-methyl]-2-aza-bicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester (5.74 mmol) in dioxane (25 mL). After 2 h the solvents are removed in vacuo to give the desired product as a white solid which is used without further purification in the next step. LC-MS (acidic): tR=0.30 min; [M+H]+=209.0.

Workup

  1. customAfter 2 h the solvents are removed in vacuo

Sources & evidence

ORD record
ord-d407d40abc0c427a94240c40e277560f
Source dataset
uspto-grants-2012_10
Patent number
US08288435B2

Reaction notes

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