Hydrochloric Acid → 3-Azabicyclo[3.1.0]hexane-6-carboxamide HCl

HRID 340743Notes

Reaction equation

HRID 340743 reaction equation
Cl.[C:2]([CH:5]1[CH:10]2[CH:6]1[CH2:7][N:8](C(OC(C)(C)C)=O)[CH2:9]2)(=[O:4])[NH2:3].C(Cl)[Cl:19]>CO>[ClH:19].[CH:6]12[CH:5]([C:2]([NH2:3])=[O:4])[CH:10]1[CH2:9][NH:8][CH2:7]2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 70222027tert-Butyl 6-carbamoyl-3-azabicyclo[3.1.0]hexane-3-carboxylate

Product 1

HCID 1177007423-Azabicyclo[3.1.0]hexane-6-carboxamide HClYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

1.25 M hydrochloric acid solution (9.76 mL, 12.2 mmol) dissolved in methanol was added dropwise to the tert-butyl 6-carbamoyl-3-azabicyclo[3.1.0]hexane-3-carboxylate (177 mg, 0.784 mmol) prepared in Example 4 and stirred for 3 hours. The completion of the reaction was confirmed by TLC (CH2Cl2:MeOH=15:1). After the reaction was completed, the reaction mixture was concentrated under reduced pressure to obtain 127 mg (100%) of the target compound.

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-c7de6d02bb08447bacde1988d8a7503f
Source dataset
uspto-grants-2014_11
Patent number
US08895602B1

Reaction notes

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