Ether hydrochloride → HCID 45376079, compound

HRID 38118Notes

Reaction equation

HRID 38118 reaction equation
[C:1]1([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH:6]=[CH:5][C:4]([C@@H:7]2[CH2:9][C@H:8]2[N:10]([CH2:18][C:19]([N:21]2[CH2:26][CH2:25][N:24]([CH3:27])[CH2:23][CH2:22]2)=[O:20])C(=O)OC(C)(C)C)=[CH:3][CH:2]=1.O(CC)CC.Cl>CCOCC>[C:1]1([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH:2]=[CH:3][C:4]([C@@H:7]2[CH2:9][C@H:8]2[NH:10][CH2:18][C:19]([N:21]2[CH2:26][CH2:25][N:24]([CH3:27])[CH2:23][CH2:22]2)=[O:20])=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 10953452Ether hydrochlorideHCID 67448639Tert-butyl (trans)-2-(1,1'-biphenyl-4-yl)cyclopropyl(2-(4-methylpiperazin-1-yl)-2-oxoethyl)carbamate

Product 1

HCID 45376079HCID 45376079, compoundYield 15%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of tert-butyl(trans)-2-(1,1′-biphenyl-4-yl)cyclopropyl(2-(4-methylpiperazin-1-yl)-2-oxoethyl)carbamate derivative (1 equiv) in Et2O at 0° C. was added Et2O.HCl slowly drop wise, stirred for 1 h at 0° C. to RT. The progress of the reaction was monitored by TLC. After completion reaction mixture was filtered under inert atmosphere and washed with hexane and EtOAC, and dried under reduced pressure to get 2-((trans)-2-(1,1′-biphenyl-4-yl)cyclopropylamino)-1-(4-methylpiperazin-1-yl)ethanone derivative (Overall yield 15%).

Workup

  1. customAfter completion reaction mixture
  2. filtrationwas filtered under inert atmosphere
  3. washwashed with hexane and EtOAC
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-b8e29a1fc2534875a8b4ef5789d4bcbf
Source dataset
uspto-grants-2013_09
Patent number
US08524717B2

Reaction notes

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