Methyl 5-bromopyridine-2-carboxylate → 5-{3-Chloro-4-[3,3,3-trifluoro-2-hydroxy-1-methyl-2-(3-methyl-2-oxo-2,3-dihydro-benzooxazol-5-yl)-propyl]-phenyl}-pyridine-2-carboxylic acid methyl ester

HRID 2096875Notes

Reaction equation

HRID 2096875 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6](B2OC(C)(C)C(C)(C)O2)[CH:5]=[CH:4][C:3]=1[CH:17]([CH3:35])[C:18]([C:24]1[CH:25]=[CH:26][C:27]2[O:31][C:30](=[O:32])[N:29]([CH3:33])[C:28]=2[CH:34]=1)([OH:23])[C:19]([F:22])([F:21])[F:20].[CH3:36][O:37][C:38]([C:40]1[CH:45]=[CH:44][C:43](Br)=[CH:42][N:41]=1)=[O:39]>>[CH3:36][O:37][C:38]([C:40]1[CH:45]=[CH:44][C:43]([C:6]2[CH:5]=[CH:4][C:3]([CH:17]([CH3:35])[C:18]([OH:23])([C:24]3[CH:25]=[CH:26][C:27]4[O:31][C:30](=[O:32])[N:29]([CH3:33])[C:28]=4[CH:34]=3)[C:19]([F:22])([F:20])[F:21])=[C:2]([Cl:1])[CH:7]=2)=[CH:42][N:41]=1)=[O:39]

Participants

3

Reactant 2

HCID 7016458Methyl 5-bromopyridine-2-carboxylateHCID 66697095HCID 66697095, compound

Product 1

HCID 666970635-{3-Chloro-4-[3,3,3-trifluoro-2-hydroxy-1-methyl-2-(3-methyl-2-oxo-2,3-dihydro-benzooxazol-5-yl)-propyl]-phenyl}-pyridine-2-carboxylic acid methyl ester

Procedure

The title compound was prepared in analogy to Example 186, step 2 from 5-{2-[2-chloro-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-1-hydroxy-1-trifluoromethyl-propyl}-3-methyl-3H-benzooxazol-2-one (obtained in Example 186, step 1) with methyl-5-bromopyridine-2-carboxylate [CAS Reg. No. 29682-15-3]. MS (m/e)=521.2 [M+H+].

Sources & evidence

ORD record
ord-6898b7c9aee64ef2a397c63de1d69e2f
Source dataset
uspto-grants-2013_05
Patent number
US08450313B2

Reaction notes

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