2-(4-Chlorophenyl)pyrimidin-5-ol → 3-[2-(4-Chloro-phenyl)-pyrimidin-5-yloxymethyl]-1-(2-ethoxy-benzoyl)-pyrrolidine-3-carboxylic acid ethyl ester

HRID 2060282Notes

Reaction equation

HRID 2060282 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]=[CH:12][C:11]([OH:14])=[CH:10][N:9]=2)=[CH:4][CH:3]=1.[CH2:15]([O:17][C:18]([C:20]1([CH2:36]I)[CH2:24][CH2:23][N:22]([C:25](=[O:35])[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=2[O:32][CH2:33][CH3:34])[CH2:21]1)=[O:19])[CH3:16]>>[CH2:15]([O:17][C:18]([C:20]1([CH2:36][O:14][C:11]2[CH:12]=[N:13][C:8]([C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=3)=[N:9][CH:10]=2)[CH2:24][CH2:23][N:22]([C:25](=[O:35])[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=2[O:32][CH2:33][CH3:34])[CH2:21]1)=[O:19])[CH3:16]

Participants

3

Reactant 2

HCID 593221782-(4-Chlorophenyl)pyrimidin-5-olHCID 593222281-(2-Ethoxy-benzoyl)-3-iodomethyl-pyrrolidine-3-carboxylic acid ethyl ester

Product 1

HCID 593222003-[2-(4-Chloro-phenyl)-pyrimidin-5-yloxymethyl]-1-(2-ethoxy-benzoyl)-pyrrolidine-3-carboxylic acid ethyl ester

Procedure

The title compound was prepared according to the method described for Preparation 29 using 2-(4-chloro-phenyl)-pyrimidin-5-ol (Preparation 27) and 1-(2-ethoxy-benzoyl)-3-iodomethyl-pyrrolidine-3-carboxylic acid ethyl ester (Preparation 16) to afford the racemate as a white solid (238 mg, 83.9%)

Sources & evidence

ORD record
ord-636793c06e3f4ad6843834bf720697ae
Source dataset
uspto-grants-2012_10
Patent number
US08278343B2

Reaction notes

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