Methanol → HCID 31535351, compound

HRID 1641917Notes

Reaction equation

HRID 1641917 reaction equation
[CH2:1]([O:3][C:4](=[O:12])[C:5]1[CH:10]=[CH:9][C:8](Cl)=[N:7][CH:6]=1)[CH3:2].[NH:13]1[CH2:18][CH2:17][CH:16]([C:19]([NH2:21])=[O:20])[CH2:15][CH2:14]1.C(N(CC)C(C)C)(C)C.CO>CS(C)=O>[CH2:1]([O:3][C:4]([C:5]1[CH:10]=[CH:9][C:8]([N:13]2[CH2:18][CH2:17][CH:16]([C:19](=[O:20])[NH2:21])[CH2:15][CH2:14]2)=[N:7][CH:6]=1)=[O:12])[CH3:2]

Participants

6

Reactant 4

HCID 887MethanolHCID 37724-PiperidinecarboxamideHCID 81531DiisopropylethylamineHCID 2799611Ethyl 6-chloronicotinate

Product 1

HCID 31535351HCID 31535351, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
95 °C

Procedure

Ethyl-6-chloronicotinate (1.86 g, 10 mmol) and piperidine-4-carboxamide (1.54 g, 12 mmol) are dissolved in DMSO (7 ml). N,N-Diisopropylethylamine (2.1 ml, 12 mmol) is added and the reaction mixture is heated at 95° C. for 3 hours. Methanol (8 ml) is added as the reaction mixture cools to give a precipitate. The solid is collected, washed with water followed by diethyl ether, and dried in vacuo at 45° C. to yield the title compound as a white solid. MS (ES+) m/e 278 (MH+)

Workup

  1. customto give a precipitate
  2. customThe solid is collected
  3. washwashed with water
  4. customdried in vacuo at 45° C.

Sources & evidence

ORD record
ord-6acccb1414224593912f1bed1a424689
Source dataset
uspto-grants-2012_02
Patent number
US08114877B2

Reaction notes

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