Hydrochloric Acid → HCID 86697408, compound

HRID 2276716Notes

Reaction equation

HRID 2276716 reaction equation
Cl.[Cl:2][C:3]1[CH:4]=[C:5]([C:10](=[N:24][O:25][CH3:26])[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].CCCCCC>C(Cl)Cl>[ClH:2].[CH3:26][O:25][N:24]=[C:10]([CH:11]1[CH:16]2[CH:12]1[CH2:13][NH:14][CH2:15]2)[C:5]1[CH:6]=[CH:7][C:8]([Cl:9])=[C:3]([Cl:2])[CH:4]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 8058HexaneHCID 86697409HCID 86697409, compound

Product 2

HCID 313Hydrochloric AcidHCID 86697408HCID 86697408, compoundYield 198.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

HCl (g) was bubbled through a solution of tert-butyl 6-((3,4-dichlorophenyl)(methoxyimino)methyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate (90 mg, 0.23 mmol) obtained in step-1 of example 3 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 a gummy solid which was titurated with hexane to afford hydrochloric acid salt of 3-azabicyclo[3.1.0]hexan-6-yl(3,4-dichlorophenyl)methanone O-methyl oxime (65 mg, 86%) 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
  4. customto afford a gummy solid which

Sources & evidence

ORD record
ord-d5ac12bf534144e0af1a38d4d208540e
Source dataset
uspto-grants-2015_09
Patent number
US09133116B2

Reaction notes

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