Diisopropyl Ether → HCID 46901484, compound

HRID 1019693Notes

Reaction equation

HRID 1019693 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([N:12]1[CH2:17][CH2:16][CH:15]([CH2:18][CH2:19][NH2:20])[CH2:14][CH2:13]1)[CH:6]=[CH:5]2.Cl[C:22]([O:24][C:25]1[CH:30]=[CH:29][C:28]([N+:31]([O-:33])=[O:32])=[CH:27][CH:26]=1)=[O:23].C(N(CC)C(C)C)(C)C.C(OC(C)C)(C)C>CCCCCC>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([N:12]1[CH2:13][CH2:14][CH:15]([CH2:18][CH2:19][NH:20][C:22](=[O:23])[O:24][C:25]3[CH:26]=[CH:27][C:28]([N+:31]([O-:33])=[O:32])=[CH:29][CH:30]=3)[CH2:16][CH2:17]1)[CH:6]=[CH:5]2

Participants

6

Reactant 4

HCID 7914Diisopropyl EtherHCID 81531DiisopropylethylamineHCID 821294-Nitrophenyl chloroformateHCID 66660818HCID 66660818, compound

Product 1

HCID 46901484HCID 46901484, compound

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

The process is performed according to the method described in Example 1 (step 1.5.). Starting with 5.00 g (17.25 mmol) of 2-[1-(6-chloroquinolin-2-yl)piperidin-4-yl]ethylamine, prepared in step 6.3., 3.825 g (18.98 mmol) of 4-nitrophenyl chloroformate, 4.46 g (34.51 mmol) of N,N-diisopropylethylamine and 0.105 p (0.86 mmol) of N,N-dimethylaminopyridine, and after triturating from a mixture of diisopropyl ether and hexane, 7.8 g of pure product are obtained in the form of a white powder.

Workup

  1. customprepared in step 6.3
  2. customare obtained in the form of a white powder

Sources & evidence

ORD record
ord-1ed72c55c76f4978854369443d461c6b
Source dataset
uspto-grants-2014_05
Patent number
US08716289B2

Reaction notes

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