Water → HCID 131724650, compound

HRID 2415869Notes

Reaction equation

HRID 2415869 reaction equation
Cl[C:2]1[N:3]([CH3:11])[C:4]2[N:9]=[CH:8][CH:7]=[CH:6][C:5]=2[N:10]=1.[C:12]([N:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1)([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13].C(N(C(C)C)C(C)C)C.O>CS(C)=O>[CH3:11][N:3]1[C:4]2[N:9]=[CH:8][CH:7]=[CH:6][C:5]=2[N:10]=[C:2]1[N:22]1[CH2:21][CH2:20][N:19]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:24][CH2:23]1

Participants

6

Reactant 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 143452tert-Butyl piperazine-1-carboxylateHCID 108209862-Chloro-3-methyl-3H-imidazo[4,5-b]pyridine

Product 1

HCID 131724650HCID 131724650, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

A solution of 3.83 g (0.011 mol)-2-chloro-3-methyl-3H-imidazo[4,5]pyridine, 2.2 g (0.012 mol) of 1-Boc-piperazine and 5 ml (0.029 mol) of ethyl-diisopropylamine in 15 ml of DMSO is stirred for 12 hours at 130° C. Water is added and the mixture is extracted with ethyl acetate. The combined organic phases are dried over sodium sulphate. The product is purified by column chromatography on silica gel (eluant: dichloromethane/acetone=20:1).

Workup

  1. extractionthe mixture is extracted with ethyl acetate
  2. dry with materialThe combined organic phases are dried over sodium sulphate
  3. customThe product is purified by column chromatography on silica gel (eluant: dichloromethane/acetone=20:1)

Sources & evidence

ORD record
ord-a0010df3cc04464b89d4e029edaab75d
Source dataset
uspto-grants-2004_11
Patent number
US06821967B2

Reaction notes

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