Sodium borohydride → 5-[4-(5-Fluoro-2,3-dihydrobenzofuran-7-yl)-2-hydroxy-4-methyl-2-trifluoromethyl-pentylamino]-2-methylisoquinol-1(2H)-one

HRID 2220251Notes

Reaction equation

HRID 2220251 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:11]([CH3:22])([CH3:21])[CH2:12][C:13]([OH:20])([C:16]([F:19])([F:18])[F:17])[CH:14]=O)[C:5]2[O:9][CH2:8][CH2:7][C:6]=2[CH:10]=1.[NH2:23][C:24]1[CH:33]=[CH:32][CH:31]=[C:30]2[C:25]=1[CH:26]=[CH:27][N:28]([CH3:35])[C:29]2=[O:34].[BH4-].[Na+]>>[F:1][C:2]1[CH:3]=[C:4]([C:11]([CH3:22])([CH3:21])[CH2:12][C:13]([OH:20])([C:16]([F:17])([F:18])[F:19])[CH2:14][NH:23][C:24]2[CH:33]=[CH:32][CH:31]=[C:30]3[C:25]=2[CH:26]=[CH:27][N:28]([CH3:35])[C:29]3=[O:34])[C:5]2[O:9][CH2:8][CH2:7][C:6]=2[CH:10]=1

Participants

4

Reactant 3

HCID 4311764Sodium borohydrideHCID 122203445-Amino-2-methyl-1(2H)-isoquinolinoneHCID 441849894-(2,3-Dihydro-5-fluoro-7-benzofuranyl)-2-hydroxy-4-methyl-2-trifluoromethyl-pentanal

Product 1

HCID 117199055-[4-(5-Fluoro-2,3-dihydrobenzofuran-7-yl)-2-hydroxy-4-methyl-2-trifluoromethyl-pentylamino]-2-methylisoquinol-1(2H)-one

Procedure

Analogously to Example 1, 4-(2,3-dihydro-5-fluoro-7-benzofuranyl)-2-hydroxy-4-methyl-2-trifluoromethyl-pentanal is converted with 5-amino-2-methylisoquinol-1(2H)-one into the corresponding imine. After reaction with sodium borohydride, the title compound is obtained.

Sources & evidence

ORD record
ord-bbddf909183f4a5db701bd4390ba31d8
Source dataset
uspto-grants-2008_08
Patent number
US07417056B2

Reaction notes

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