Sodium borohydride → HCID 69195542, compound

HRID 1370270Notes

Reaction equation

HRID 1370270 reaction equation
[BH4-].[Na+].[C:3]([C:11]1[CH:16]=[CH:15][C:14]([NH:17][C:18]([C@H:20]2[O:24][N:23]=[C:22]([C:25]3[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=3)[CH2:21]2)=[O:19])=[CH:13][CH:12]=1)(=[O:10])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>CO>[OH:10][CH:3]([C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1)[C:11]1[CH:12]=[CH:13][C:14]([NH:17][C:18]([C@H:20]2[O:24][N:23]=[C:22]([C:25]3[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=3)[CH2:21]2)=[O:19])=[CH:15][CH:16]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 53672405HCID 53672405, compound

Product 1

HCID 69195542HCID 69195542, compoundYield 89.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

) NaBH4 (0.054 mol) was added to a solution of compound (3) (0.054 mol) in methanol (300 ml). The reaction mixture was stirred overnight at RT. The precipitate was filtered off, washed with CH3OH and DIPE, then dried, yielding 18 g (89%) of (5S)-4,5-dihydro-N-[4-(hydroxyphenylmethyl)phenyl]-3-(3-pyridinyl)-5-isoxazolecarboxamide (compound 499).

Workup

  1. filtrationThe precipitate was filtered off
  2. washwashed with CH3OH and DIPE
  3. customdried

Sources & evidence

ORD record
ord-6c98d4c08ea447ffa7b01a2411eb7a9e
Source dataset
uspto-grants-2003_06
Patent number
US06583141B1

Reaction notes

Loading…