Hydrochloric Acid → Hydrochloric Acid

HRID 2276715Notes

Reaction equation

HRID 2276715 reaction equation
Cl.[Cl:2][C:3]1[CH:4]=[C:5]([C:10](=[N:24][O:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:11]2[CH:16]3[CH:12]2[CH2:13][N:14](C(OC(C)(C)C)=O)[CH2:15]3)[CH:6]=[CH:7][C:8]=1[Cl:9]>C(Cl)Cl>[ClH:2].[C:26]1([O:25][N:24]=[C:10]([CH:11]2[CH:16]3[CH:12]2[CH2:13][NH:14][CH2:15]3)[C:5]2[CH:6]=[CH:7][C:8]([Cl:9])=[C:3]([Cl:2])[CH:4]=2)[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86697407HCID 86697407, compound

Product 2

HCID 313Hydrochloric AcidHCID 86697406HCID 86697406, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

HCl (g) was bubbled through a solution of tert-butyl 6-((3,4-dichlorophenyl)(phenoxyimino)methyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate (160 mg, 0.36 mmol) obtained in step-1 of example 2 in dry DCM (5 mL). After the completion of the reaction as confirmed by TLC, the reaction mixture was purged with excess of nitrogen. The solvent was removed in vacuo to afford hydrochloric acid salt of 3-azabicyclo[3.1.0]hexan-6-yl(3,4-dichlorophenyl)methanone O-phenyl oxime as a gummy solid which was titurated with hexane to afford (125 mg, 91%) as a white solid as a mixture of isomers.

Workup

  1. customAfter the completion of the reaction
  2. customthe reaction mixture was purged with excess of nitrogen
  3. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-01802941ed6342ce940845c4a63b98e0
Source dataset
uspto-grants-2015_09
Patent number
US09133116B2

Reaction notes

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