Water → 4-tert-Butoxycarbonylamino-1-(5-aminocarbonyl-2-pyridyl)piperidine

HRID 23564

Reaction equation

HRID 23564 reaction equation
[CH2:1]([N:3]([CH2:6][CH3:7])[CH2:4][CH3:5])[CH3:2].ClC1C=[CH:16][C:12]([C:13]([NH2:15])=[O:14])=[CH:11][N:10]=1.[OH2:18].C[N:20]([CH3:23])[CH:21]=[O:22]>>[C:12]([O:22][C:21]([NH:20][CH:23]1[CH2:5][CH2:4][N:3]([C:6]2[CH:7]=[CH:16][C:12]([C:13]([NH2:15])=[O:14])=[CH:11][N:10]=2)[CH2:1][CH2:2]1)=[O:18])([CH3:16])([CH3:13])[CH3:11]

Participants

5

Reactant 4

HCID 962WaterHCID 6228DimethylformamideHCID 8471TriethylamineHCID 804566-Chloronicotinamide

Product 1

HCID 114840424-tert-Butoxycarbonylamino-1-(5-aminocarbonyl-2-pyridyl)piperidine

Conditions

Temperature
80 °C

Procedure

A mixture of 3 g (0.015 mol) of the product of preparation 1, 1.5 g (0.015 mol) of triethylamine and 2.34 g (0.015 mol) of 6-chloronicotinamide in 60 ml of dimethylformamide is heated at 80° C. for 18 hours. After cooling, water is added and the product is filtered off. 2.8 g of the title compound are thus obtained. m.p. 255° C. dec.

Workup

  1. temperatureAfter cooling
  2. filtrationthe product is filtered off

Sources & evidence

ORD record
ord-cea0b8f2a83640e79fadf2be389be974
Source dataset
uspto-grants-2005_02
Patent number
US06852736B2

Linked notes

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