Hydrochloric Acid → HCID 118378993, compound

HRID 931042Notes

Reaction equation

HRID 931042 reaction equation
[C@H:1]12[CH2:25][C@H:4]([N:5]([C:7]([C:9]3[N:13]4[CH:14]=[C:15]([C:19](N(OC)C)=[O:20])[CH:16]=[C:17]([Br:18])[C:12]4=[N:11][CH:10]=3)=[O:8])[CH2:6]1)[CH2:3][O:2]2.Cl.[CH2:27]1COCC1>>[C@H:1]12[CH2:25][C@H:4]([N:5]([C:7]([C:9]3[N:13]4[CH:14]=[C:15]([C:19](=[O:20])[CH3:27])[CH:16]=[C:17]([Br:18])[C:12]4=[N:11][CH:10]=3)=[O:8])[CH2:6]1)[CH2:3][O:2]2

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 118378937HCID 118378937, compound

Product 1

HCID 118378993HCID 118378993, compound

Conditions

Temperature
0 °C

Procedure

To a solution of 3-((1S,4S)-2-oxa-5-azabicyclo[2.2.1]heptane-5-carbonyl)-8-bromo-N-methoxy-N-methylimidazo[1,2-a]pyridine-6-carboxamide (286 mg) in THF (10 mL) was added dropwise 1M methylmagnesium bromide THF solution (2.1 mL) under ice-cooling. The reaction mixture was stirred at 0° C. for 20 min, 1N hydrochloric acid was added thereto, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to give the title compound as a crude product.

Workup

  1. temperaturecooling
  2. extractionthe mixture was extracted with ethyl acetate
  3. dry with materialThe extract was dried over anhydrous magnesium sulfate
  4. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-bad4d34c2327476e821fa724429c6882
Source dataset
uspto-grants-2016_03
Patent number
US09296746B2

Reaction notes

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