Pyrrolidine → HCID 23138748, compound

HRID 1171713Notes

Reaction equation

HRID 1171713 reaction equation
[C:1]([O:5][C:6]([N:8]1[C:12]([CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:11][C:10]([CH:19]=O)=[N:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:21]1([C:27]([C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[N:28]2[CH2:33][CH2:32][C:31](=[O:34])[CH2:30][CH2:29]2)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.N1CCCC1>C1C=CC=CC=1>[C:1]([O:5][C:6]([N:8]1[C:12]([CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:11][C:10](/[CH:19]=[C:32]2\[CH2:33][N:28]([C:27]([C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)([C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)[C:41]3[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=3)[CH2:29][CH2:30][C:31]\2=[O:34])=[N:9]1)=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

5

Reactant 3

HCID 31268PyrrolidineHCID 27484141-Tritylpiperidin-4-oneHCID 91115893HCID 91115893, compound

Product 1

HCID 23138748HCID 23138748, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Following a procedure similar to that described in Example 132-(c), ethyl [1-(t-butoxycarbonyl)-3-formyl-1H-pyrazol-5-yl]acetate (7.84 g) was subjected to the reaction with 1-(triphenylmethyl)piperidin-4-one in benzene using pyrrolidine. The crude product thus obtained was purified by silica gel chromatography using hexane, ethyl acetate, and dichloromethane (3:1:1) as an eluent to afford the title compound (9.64 g, yield: 57%) as a yellow amorphous solid.

Workup

  1. customThe crude product thus obtained
  2. customwas purified by silica gel chromatography

Sources & evidence

ORD record
ord-aaf99d07a7194236b33504fbf85e0d61
Source dataset
uspto-grants-2010_11
Patent number
US07829580B2

Reaction notes

Loading…