1-Methyl-5-(tributylstannyl)-3-(trifluoromethyl)-1H-pyrazole → 4-Hydroxy-1-(2-methyl-5-trifluoromethyl-2H-pyrazol-3-yl)-7-phenoxy-isoquinoline-3-carboxylic acid methyl ester

HRID 1481185Notes

Reaction equation

HRID 1481185 reaction equation
[CH3:1][O:2][C:3]([C:5]1[N:6]=[C:7](Br)[C:8]2[C:13]([C:14]=1[OH:15])=[CH:12][CH:11]=[C:10]([O:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[CH:9]=2)=[O:4].[CH3:24][N:25]1[C:29]([Sn](CCCC)(CCCC)CCCC)=[CH:28][C:27]([C:43]([F:46])([F:45])[F:44])=[N:26]1>>[CH3:1][O:2][C:3]([C:5]1[N:6]=[C:7]([C:29]2[N:25]([CH3:24])[N:26]=[C:27]([C:43]([F:46])([F:45])[F:44])[CH:28]=2)[C:8]2[C:13]([C:14]=1[OH:15])=[CH:12][CH:11]=[C:10]([O:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[CH:9]=2)=[O:4]

Participants

3

Reactant 2

HCID 120567101-Methyl-5-(tributylstannyl)-3-(trifluoromethyl)-1H-pyrazoleHCID 89813003Methyl 1-bromo-4-hydroxy-7-phenoxyisoquinoline-3-carboxylate

Product 1

HCID 1366109974-Hydroxy-1-(2-methyl-5-trifluoromethyl-2H-pyrazol-3-yl)-7-phenoxy-isoquinoline-3-carboxylic acid methyl ester

Procedure

4-Hydroxy-1-(2-methyl-5-trifluoromethyl-2H-pyrazol-3-yl)-7-phenoxy-isoquinoline-3-carboxylic acid methyl ester was prepared from 1-bromo-4-hydroxy-7-phenoxy-isoquinoline-3-carboxylic acid methyl ester using 1-methyl-5-tributylstannanyl-3-trifluoromethyl-1H-pyrazole under conditions analogous to Example 132(a). MS ESI(−) m/e: 442.0128 (M−1.)

Sources & evidence

ORD record
ord-02059afa101340739553f7b30ea46dfa
Source dataset
uspto-grants-2016_08
Patent number
US09409892B2

Reaction notes

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