Sodium borohydride → HCID 18442933, compound

HRID 458954Notes

Reaction equation

HRID 458954 reaction equation
[BH4-].[Na+].[F:3][C:4]1[CH:5]=[C:6]([C:11](=[O:36])[CH2:12][CH2:13][N:14]2[CH2:19][CH2:18][CH:17]([N:20]([CH2:34][CH3:35])[C:21](=[O:33])[CH2:22][C:23]3[CH:28]=[CH:27][C:26]([S:29]([CH3:32])(=[O:31])=[O:30])=[CH:25][CH:24]=3)[CH2:16][CH2:15]2)[CH:7]=[CH:8][C:9]=1[F:10]>C(O)C>[F:3][C:4]1[CH:5]=[C:6]([CH:11]([OH:36])[CH2:12][CH2:13][N:14]2[CH2:19][CH2:18][CH:17]([N:20]([CH2:34][CH3:35])[C:21](=[O:33])[CH2:22][C:23]3[CH:24]=[CH:25][C:26]([S:29]([CH3:32])(=[O:31])=[O:30])=[CH:27][CH:28]=3)[CH2:16][CH2:15]2)[CH:7]=[CH:8][C:9]=1[F:10]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 18442934HCID 18442934, compound

Product 1

HCID 18442933HCID 18442933, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A solution of sodium borohydride (7.7 mg) in ethanol (1 ml) was added to a solution of N-[1-(3-[3,4-difluorophenyl]-3-ketopropyl)-piperidin-4-yl]-N-ethyl-4-methanesulphonylphenylacetamide (0.25 g) in ethanol (3.2 ml) at 0° C. under argon and the reaction allowed to warm to room temperature over 20 hours. The reaction was quenched with brine, extracted three times with ether and the combined extracts dried. The filtrate was then concentrated to a clear oil, yield 0.21 g. MS (MH+) 495.

Workup

  1. customThe reaction was quenched with brine
  2. extractionextracted three times with ether
  3. customthe combined extracts dried
  4. concentrationThe filtrate was then concentrated to a clear oil, yield 0.21 g

Sources & evidence

ORD record
ord-0c18c74e721540958fa5b6afa2794113
Source dataset
uspto-grants-2007_03
Patent number
US07192973B2

Reaction notes

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