Methanol → HCID 71252715, compound

HRID 2411707Notes

Reaction equation

HRID 2411707 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[N:9]1[CH2:14][CH2:13][N:12]([C:15]([C:17]2[CH:22]=[CH:21][C:20]([N:23]3[C:27](=[O:28])[CH2:26][CH:25]([C:29]([OH:31])=[O:30])[CH2:24]3)=[CH:19][CH:18]=2)=[O:16])[CH2:11][CH2:10]1.S(Cl)(Cl)=O.[CH3:36]O>>[CH3:36][O:30][C:29]([CH:25]1[CH2:26][C:27](=[O:28])[N:23]([C:20]2[CH:19]=[CH:18][C:17]([C:15]([N:12]3[CH2:13][CH2:14][N:9]([C:3]4[CH:4]=[CH:5][C:6]([CH3:8])=[CH:7][C:2]=4[CH3:1])[CH2:10][CH2:11]3)=[O:16])=[CH:22][CH:21]=2)[CH2:24]1)=[O:31]

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 71252355HCID 71252355, compound

Product 1

HCID 71252715HCID 71252715, compound

Procedure

1-{4-[4-(2,4-Dimethylphenyl)piperazine-1-carbonyl]phenyl}-5-oxopyrrolidine-3-carboxylic acid (1.54 g) described in Example 333 was dissolved in methanol (10 mL), thionyl chloride (0.29 mL) was added under ice-cooling, and the mixture was stirred at room temperature for 3 hr. The solvent was evaporated from the reaction mixture, and the residue was purified by column chromatography (chloroform:methanol) to give the title compound (1.39 g).

Workup

  1. temperaturecooling
  2. customThe solvent was evaporated from the reaction mixture
  3. customthe residue was purified by column chromatography (chloroform:methanol)

Sources & evidence

ORD record
ord-e31a99ab069b40f995d134042a18c4b2
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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