Trifluoroacetic acid → HCID 18362029, compound

HRID 552134Notes

Reaction equation

HRID 552134 reaction equation
C(OC([N:8]1[CH2:13][CH:12]2[CH:10]([CH:11]2[N:14]([CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[CH:12]12[CH:11]([N:14]([CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH2:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH:10]1[CH2:9][NH:8][CH2:13]2

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67170860HCID 67170860, compound

Product 1

HCID 18362029HCID 18362029, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of 6-dibenzylamino-3-azabicyclo[3.1.0]hexane-3-carboxylic acid tert-butyl ester (0.800 g, 2.10 mmol) in dichloromethane (20 mL) was added trifluoroacetic acid (2.5 mL). The resulting mixture was stirred at ambient temperature for 3 hours and then quenched with saturated aqueous solution of Na2CO3 (10 mL). The organic phase was separated, washed with water, saturated NaCl, dried over MgSO4 and then concentrated in vacuo. The obtained crude product, (3-azabicyclo[3.1.0]hex-6-yl)dibenzylamine, was used without further purification.

Workup

  1. customquenched with saturated aqueous solution of Na2CO3 (10 mL)
  2. customThe organic phase was separated
  3. washwashed with water, saturated NaCl
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-3eff3beeda324148b5b81cc59c8e067d
Source dataset
uspto-grants-2011_05
Patent number
US07951805B2

Reaction notes

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