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

HRID 1095943Notes

Reaction equation

HRID 1095943 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:34]=[N:33][C:32](Cl)=[CH:31][N:30]=1)=[O:28]>>[CH3:25][O:26][C:27]([C:29]1[CH:34]=[N:33][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)=[CH:31][N:30]=1)=[O:28]

Participants

3

Reactant 2

HCID 406081Methyl 5-chloropyrazine-2-carboxylateHCID 252544493-(2-Chloro-4-hydroxymethyl-phenyl)-2-(2-chloro-pyridin-4-yl)-1,1,1-trifluoro-butan-2-ol

Product 1

HCID 723105815-{3-Chloro-4-[2-(2-chloro-pyridin-4-yl)-3,3,3-trifluoro-2-hydroxy-1-methyl-propyl]-benzyloxy}-pyrazine-2-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-5-chloro-2-pyrazinecarboxylate [CAS Reg. No. 33332-25-1]. MS (m/e)=516.1 [MH+].

Sources & evidence

ORD record
ord-31ab21bd952f4c5f834337dfaa916736
Source dataset
uspto-grants-2012_03
Patent number
US08138189B2

Reaction notes

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