Acetonitrile → HCID 11544670, compound

HRID 1639965Notes

Reaction equation

HRID 1639965 reaction equation
Cl.[CH:2]1([N:8]2[CH2:12][CH2:11][C:10]3([CH2:17][CH2:16][CH2:15][NH:14][CH2:13]3)[C:9]2=[O:18])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.Cl.[C:20](Cl)(=[O:27])[C:21]1[CH:26]=[CH:25][N:24]=[CH:23][CH:22]=1.C(N(CC)CC)C.C(#N)C>>[CH:2]1([N:8]2[CH2:12][CH2:11][C:10]3([CH2:17][CH2:16][CH2:15][N:14]([C:20](=[O:27])[C:21]4[CH:26]=[CH:25][N:24]=[CH:23][CH:22]=4)[CH2:13]3)[C:9]2=[O:18])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]1

Participants

5

Reactant 4

HCID 6342AcetonitrileHCID 8471TriethylamineHCID 12262826Isonicotinoyl chloride hydrochlorideHCID 66722385HCID 66722385, compound

Product 1

HCID 11544670HCID 11544670, compoundYield 95.8%

Procedure

A mixture of 2-cyclohexyl-2,7-diazaspiro[4.5]decan-1-one hydrochloride (15 mg, 0.000055 mol), isonicotinoyl chloride hydrochloride (12 mg, 0.000066 mol), and triethylamine (27 μL, 0.00019 mol) in acetonitrile (0.5 mL, 0.01 mol) was stirred at rt for 2 h. The crude reaction mixture was purified by prep.-HPLC to afford 18 mg of the desired product. LC-MS: 342.3 (M+H)+.

Workup

  1. customThe crude reaction mixture
  2. customwas purified by prep.-HPLC

Sources & evidence

ORD record
ord-4a38210df0fa404e82cd649ec9c52090
Source dataset
uspto-grants-2012_02
Patent number
US08110581B2

Reaction notes

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