Sodium borohydride → HCID 69195542, compound

HRID 2219103Notes

Reaction equation

HRID 2219103 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-9531d87cd98045738ca97b90a000dbda
Source dataset
uspto-grants-2008_08
Patent number
US07414048B2

Reaction notes

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