Hydrochloric Acid → HCID 70301791, compound

HRID 2287523Notes

Reaction equation

HRID 2287523 reaction equation
[CH3:1][O:2][C:3]1[CH:26]=[CH:25][C:24]([O:27][C:28]([F:31])([F:30])[F:29])=[CH:23][C:4]=1[CH2:5][NH:6][C@H:7]1[C@H:11]([C:12]([O:14]C)=[O:13])[C@@H:10]([CH3:16])[NH:9][C@H:8]1[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[ClH:32]>>[ClH:32].[ClH:32].[C:12]([C@@H:11]1[C@@H:10]([CH3:16])[NH:9][C@@H:8]([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[C@H:7]1[NH:6][CH2:5][C:4]1[CH:23]=[C:24]([O:27][C:28]([F:31])([F:30])[F:29])[CH:25]=[CH:26][C:3]=1[O:2][CH3:1])([OH:14])=[O:13]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 15454897HCID 15454897, compound

Product 1

HCID 70301791HCID 70301791, compoundYield 72.5%

Procedure

A solution of (2S,3S*,4R*,5R*)-3-[N-(2-methoxy-5-trifluoromethoxybenzyl)amino]-4-methoxycarbonyl-5-methyl-2-phenylpyrrolidine (162 mg, 0.37 mmol) in 6M HCl aq. solution (2.5 ml) was stirred and heated at a gentle reflux for 30 min. The reaction mixture was cooled to room temperature and the solvent was evaporated in vacuo to give crude title compound as a dark red amorphous solid. This was recrystallized from ethanol-ether to give the pure title compound (133 mg, 72.5%) as a white solid. mp 137-140 ° C. ##STR9##

Workup

  1. temperatureheated at
  2. temperaturea gentle reflux for 30 min
  3. customthe solvent was evaporated in vacuo
  4. customto give crude title compound as a dark red amorphous solid
  5. customThis was recrystallized from ethanol-ether

Sources & evidence

ORD record
ord-91ef864e4a824ea09cb6e8522740b1b9
Source dataset
uspto-grants-2000_07
Patent number
US06083943

Reaction notes

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