Sodium cyanoborohydride → HCID 57500592, compound

HRID 1393644Notes

Reaction equation

HRID 1393644 reaction equation
[C:1]([C@@H:3]1[CH2:7][CH2:6][CH2:5][N:4]1[C:8](=[O:18])[CH2:9][NH:10][C:11]([CH3:17])([CH3:16])[CH2:12][NH:13][CH:14]=O)#[N:2].C([BH3-])#N.[Na+]>CO>[CH3:17][C:11]([NH:10][CH2:9][C:8]([N:4]1[CH2:5][CH2:6][CH2:7][C@H:3]1[C:1]#[N:2])=[O:18])([CH3:16])[CH2:12][NH:13][CH3:14]

Participants

4

Reactant 2

HCID 5003444Sodium cyanoborohydrideHCID 86760632HCID 86760632, compound

Product 1

HCID 57500592HCID 57500592, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The (S)-N-{2-[2-(2-cyanopyrrolidin-1-yl)-2-oxoethylamino]-2-methyl-1-propyl}formamide (690 mg) obtained above was dissolved in MeOH (30 ml). Sodium cyanoborohydride (172 mg) was added there to and stirred for 6 hours at room temperature. The reaction mixture was concentrated under reduced pressure, and the residue was purified by column chromatography (eluting solvent; dichloromethane:methanol 5:1→3:1) to give the title compound (455 mg, Y.:70%).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was purified by column chromatography (eluting solvent; dichloromethane:methanol 5:1→3:1)

Sources & evidence

ORD record
ord-fa7adaee13f14b1aa71a3cfc1f08136a
Source dataset
uspto-grants-2008_03
Patent number
US07345180B2

Reaction notes

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