Potassium Carbonate → 4-Piperidinopiperidine-1-carbonyl chloride

HRID 1444683

Reaction equation

HRID 1444683 reaction equation
Cl.[N:2]1([CH:8]2[CH2:13][CH2:12][N:11]([C:14]([Cl:16])=[O:15])[CH2:10][CH2:9]2)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.C([O-])([O-])=O.[K+].[K+]>C(Cl)Cl>[N:2]1([CH:8]2[CH2:9][CH2:10][N:11]([C:14]([Cl:16])=[O:15])[CH2:12][CH2:13]2)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 116375531-Chlorocarbonyl-4-piperidinopiperidine hydrochloride

Product 1

HCID 98133754-Piperidinopiperidine-1-carbonyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

[1,4′]bipiperidinyl-1′-carbonyl chloride hydrochloride (9.7 g), methylene chloride (150 ml) and K2CO3 (10.5 g, 2.1 ekv) were charged. The mixture was stirred for about 1 hour. The solution was filtered and the cake washed with 10 ml of methylene chloride. The solution (containing 8.4 g of [1,4′]bipiperidinyl-1′-carbonyl chloride) can be used as such for the preparation of Irinotecan

Workup

  1. filtrationThe solution was filtered
  2. washthe cake washed with 10 ml of methylene chloride
  3. additionThe solution (containing 8.4 g of [1,4′]bipiperidinyl-1′-carbonyl chloride)
  4. customsuch for the preparation of Irinotecan

Sources & evidence

ORD record
ord-8b865cb372234e82bd5519d0c0b4537c
Source dataset
uspto-grants-2010_02
Patent number
US07662964B2

Linked notes

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