2-Butanamine, 2-methyl- → HCID 10083324, compound

HRID 855862Notes

Reaction equation

HRID 855862 reaction equation
Cl[CH2:2][C:3]([N:5]1[C@@H:9]([C:10]#[CH:11])[CH2:8][CH2:7][C@H:6]1[C:12]#[N:13])=[O:4].[C:14]([NH2:19])([CH2:17][CH3:18])([CH3:16])[CH3:15]>C(#N)C>[CH3:15][C:14]([NH:19][CH2:2][C:3]([N:5]1[C@@H:9]([C:10]#[CH:11])[CH2:8][CH2:7][C@H:6]1[C:12]#[N:13])=[O:4])([CH3:16])[CH2:17][CH3:18]

Participants

4

Reactant 2

HCID 689862-Butanamine, 2-methyl-HCID 16090854(2S,5R)-1-(2-chloroacetyl)-5-ethynylpyrrolidine-2-carbonitrile

Product 1

HCID 10083324HCID 10083324, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a stirred solution of (2S,5R)-1-(chloroacetyl)-5-ethynylpyrrolidine-2-carbonitrile (0.03 g, 0.152 mmol, Example 8D) in acetonitrile (3 mL) at room temperature under nitrogen was added tert-amylamine (0.027 g, 0.228 mmol). The reaction mixture was stirred for two days and then concentrated under reduced pressure. The residue was flash chromatographed with 5% MeOH/CH2Cl2 to provide the titled compound. MS (DCI) m/z 248 (M+H)+.

Workup

  1. concentrationconcentrated under reduced pressure
  2. customchromatographed with 5% MeOH/CH2Cl2

Sources & evidence

ORD record
ord-ed5638461d1947ada3b7ef9ba209eb78
Source dataset
uspto-grants-2007_08
Patent number
US07262207B2

Reaction notes

Loading…