Tetrahydrofuran → HCID 68829716, compound

HRID 1819331Notes

Reaction equation

HRID 1819331 reaction equation
[CH:1]([N:4]([CH:7]([CH3:9])[CH3:8])[CH2:5]C)(C)C.Cl.CN(C)CCCN=C=NCC.[NH2:22][C:23]1[CH:24]=[C:25]([N:29]2[CH2:33][CH:32]([C:34]3[CH:39]=[CH:38][C:37]([O:40][CH3:41])=[C:36]([O:42][CH:43]4[CH2:47][CH2:46][CH2:45][CH2:44]4)[CH:35]=3)[CH2:31][C:30]2=[O:48])[CH:26]=[CH:27][CH:28]=1.[CH2:49]1[CH2:53][O:52][CH2:51][CH2:50]1>>[CH:43]1([O:42][C:36]2[CH:35]=[C:34]([CH:32]3[CH2:33][N:29]([C:25]4[CH:24]=[C:23]([NH:22][C:51](=[O:52])[C:50]5[CH:49]=[CH:53][CH:9]=[C:7]([N:4]([CH3:5])[CH3:1])[CH:8]=5)[CH:28]=[CH:27][CH:26]=4)[C:30](=[O:48])[CH2:31]3)[CH:39]=[CH:38][C:37]=2[O:40][CH3:41])[CH2:47][CH2:46][CH2:45][CH2:44]1

Participants

5

Reactant 4

HCID 8028TetrahydrofuranHCID 81531DiisopropylethylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 68828675HCID 68828675, compound

Product 1

HCID 68829716HCID 68829716, compound

Procedure

A mixture of carboxylic acid (0.02 mmol), diisopropylethylamine (0.04 mmol) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC) (0.024 mmol, 1.2 eq) in dry THF was stirred for 20 min before the addition of 1-(3-aminophenyl)-4-(3-cyclopentyloxy-4-methoxyphenyl)pyrrolidin-2-one (0.02 mmol). The reaction mixture was then stirred for 30 h. Concentration under reduced pressure and purification by column chromatography on silica gel gave the desired product.

Workup

  1. concentrationConcentration
  2. customunder reduced pressure and purification by column chromatography on silica gel

Sources & evidence

ORD record
ord-3a6d52f0c7744bcdb65094b02ea30bd2
Source dataset
uspto-grants-2009_10
Patent number
US07601742B2

Reaction notes

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