Methyl 2-chloropyrimidine-5-carboxylate → 2-{3-Chloro-4-[2-(2-chloro-pyridin-4-yl)-3,3,3-trifluoro-2-hydroxy-1-methyl-propyl]-benzyloxy}-pyrimidine-5-carboxylic acid methyl ester

HRID 1095945Notes

Reaction equation

HRID 1095945 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([CH2:8][OH:9])[CH:5]=[CH:4][C:3]=1[CH:10]([CH3:24])[C:11]([C:17]1[CH:22]=[CH:21][N:20]=[C:19]([Cl:23])[CH:18]=1)([OH:16])[C:12]([F:15])([F:14])[F:13].[CH3:25][O:26][C:27]([C:29]1[CH:30]=[N:31][C:32](Cl)=[N:33][CH:34]=1)=[O:28]>>[CH3:25][O:26][C:27]([C:29]1[CH:30]=[N:31][C:32]([O:9][CH2:8][C:6]2[CH:5]=[CH:4][C:3]([CH:10]([CH3:24])[C:11]([C:17]3[CH:22]=[CH:21][N:20]=[C:19]([Cl:23])[CH:18]=3)([OH:16])[C:12]([F:15])([F:14])[F:13])=[C:2]([Cl:1])[CH:7]=2)=[N:33][CH:34]=1)=[O:28]

Participants

3

Reactant 2

HCID 12627752Methyl 2-chloropyrimidine-5-carboxylateHCID 252544493-(2-Chloro-4-hydroxymethyl-phenyl)-2-(2-chloro-pyridin-4-yl)-1,1,1-trifluoro-butan-2-ol

Product 1

HCID 723105762-{3-Chloro-4-[2-(2-chloro-pyridin-4-yl)-3,3,3-trifluoro-2-hydroxy-1-methyl-propyl]-benzyloxy}-pyrimidine-5-carboxylic acid methyl ester

Procedure

The title compound was prepared in analogy to Example 93, step 7 from 3-(2-chloro-4-hydroxymethyl-phenyl)-2-(2-chloro-pyridin-4-yl)-1,1,1-trifluoro-butan-2-ol (obtained in Example 120, step 1) by alkylation with methyl-2-chloropyrimidine-5-carboxylate [CAS Reg. No. 287714-35-6]. MS (m/e)=516.1 [MH+].

Sources & evidence

ORD record
ord-77badf65dad64073931b89978f412aaf
Source dataset
uspto-grants-2012_03
Patent number
US08138189B2

Reaction notes

Loading…