Sodium borohydride → HCID 21948888, compound
Reaction equation
C([O:4][CH2:5][C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][C:12]=2[NH:16][CH2:17][C:18]([C:33]([F:36])([F:35])[F:34])([OH:32])[CH2:19][C:20]([C:23]2[CH:28]=[C:27]([F:29])[CH:26]=[CH:25][C:24]=2[O:30][CH3:31])([CH3:22])[CH3:21])[N:7]=1)(=O)C.[BH4-].[Na+]>CO.O1CCCC1>[F:29][C:27]1[CH:26]=[CH:25][C:24]([O:30][CH3:31])=[C:23]([C:20]([CH3:21])([CH3:22])[CH2:19][C:18]([C:33]([F:34])([F:35])[F:36])([OH:32])[CH2:17][NH:16][C:12]2[CH:11]=[CH:10][CH:9]=[C:8]3[C:13]=2[CH:14]=[CH:15][C:6]([CH2:5][OH:4])=[N:7]3)[CH:28]=1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
In the reaction of 170 mg (0.34 mmol) of 1-(2-(acetoxymethyl)quinolin-5-ylamino)-4-(5-fluoro-2-methoxyphenyl)-4-methyl-2-(trifluoromethyl)pentan-2-ol with 53 mg (1.38 mmol) of sodium borohydride in 1.5 ml of methanol and 0.8 ml of tetrahydrofuran, 43 mg (27% of theory) of the product is obtained (cf. Example 14).
Workup
- customis obtained (cf. Example 14)
Sources & evidence
- ORD record
- ord-022617441aa54e2cb5241f3f48fb5520
- Source dataset
- uspto-grants-2008_02
- Patent number
- US07329753B2
Reaction notes
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