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

HRID 480036Notes

Reaction equation

HRID 480036 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

Procedure

A mixture of 3 g (0.015 mole) of the product of preparation 1, 1.5 g (0.025 mole) of triethylamine and 2.34 g (0.015 mole) of 6-chloronicotinamide is heated to 80° C. for 18 hours in 60 ml of dimethylformamide. After cooling, water is added and the product filtered. This produces 2.8 g of the named compound M. P. 255° C.

Workup

  1. temperatureAfter cooling
  2. filtrationthe product filtered

Sources & evidence

ORD record
ord-b1f35fc78bbb4ba7b66e6961007b4b56
Source dataset
uspto-grants-2003_11
Patent number
US06649627B1

Reaction notes

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