Hydrochloric Acid → HCID 67465156, compound

HRID 554007Notes

Reaction equation

HRID 554007 reaction equation
C1N(P(Cl)(N2C(=O)OCC2)=O)C(=O)OC1.[CH2:16]([O:18][C:19]([CH:21]=[CH:22][CH:23]1[NH:28][CH:27]([C:29]2[CH:34]=[C:33]([F:35])[C:32]([F:36])=[C:31]([F:37])[CH:30]=2)[CH2:26][N:25]([C:38]([O:40][CH3:41])=[O:39])[CH2:24]1)=[O:20])[CH3:17].[CH:42]([CH2:44][C:45](O)=[O:46])=[CH2:43].Cl>C1COCC1.C(OCC)(=O)C.C(N(CC)CC)C>[C:45]([N:28]1[CH:27]([C:29]2[CH:34]=[C:33]([F:35])[C:32]([F:36])=[C:31]([F:37])[CH:30]=2)[CH2:26][N:25]([C:38]([O:40][CH3:41])=[O:39])[CH2:24][CH:23]1[CH:22]=[CH:21][C:19]([O:18][CH2:16][CH3:17])=[O:20])(=[O:46])[CH2:44][CH:42]=[CH2:43]

Participants

8

Reactant 4

HCID 313Hydrochloric AcidHCID 327433-Butenoic acidHCID 152842Bis(2-oxo-3-oxazolidinyl)phosphinic chlorideHCID 67464101Methyl 3-(2-ethoxycarbonylvinyl)-5-(3,4,5-trifluorophenyl)piperazine-1-carboxylate

Product 1

HCID 67465156HCID 67465156, compound

Reagents, catalysts & solvents 3

HCID 8028TetrahydrofuranSolventHCID 8471TriethylamineSolventHCID 8857Ethyl AcetateSolvent

Procedure

BOPCl (557 mg) was added to a solution of methyl 3-(2-ethoxycarbonylvinyl)-5-(3,4,5-trifluorophenyl)piperazine-1-carboxylate (422 mg), triethylamine (0.61 mL), and vinylacetic acid (0.19 mL) in THF (15 mL), and the reaction solution was stirred at room temperature for 20 hours. 1 N aqueous hydrochloric acid and ethyl acetate were added to the reaction solution, and the organic layer was separated. The resulting organic layer was washed with saturated sodium bicarbonate water, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure to obtain 643 mg of an E/Z isomer mixture crude product of the title compound. The property value of the compound is as follows.

Workup

  1. customthe organic layer was separated
  2. washThe resulting organic layer was washed with saturated sodium bicarbonate water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-f3b38afad25c4244a2db0e2f777f6d1c
Source dataset
uspto-grants-2011_11
Patent number
US08048878B2

Reaction notes

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