Cyclopentylamine → HCID 58154718, compound

HRID 2359417Notes

Reaction equation

HRID 2359417 reaction equation
Cl[CH2:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:12]=1[N:11]=[C:10]([C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[CH:14]=1)[CH:9]=[CH:8]2.[CH:23]1([NH2:28])[CH2:27][CH2:26][CH2:25][CH2:24]1.CCN(C(C)C)C(C)C>C(#N)C>[F:20][C:19]([F:22])([F:21])[C:15]1[CH:14]=[C:13]([C:10]2[CH:9]=[CH:8][C:7]3[C:12](=[C:3]([CH2:2][NH:28][CH:23]4[CH2:27][CH2:26][CH2:25][CH2:24]4)[CH:4]=[CH:5][CH:6]=3)[N:11]=2)[CH:18]=[CH:17][CH:16]=1

Participants

5

Reactant 3

HCID 2906CyclopentylamineHCID 81531DiisopropylethylamineHCID 58154748HCID 58154748, compound

Product 1

HCID 58154718HCID 58154718, compoundYield 91.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 8-(chloromethyl)-2-(3-(trifluoromethyl)phenyl)quinoline (70 mg, 0.22 mmol), cyclopentylamine (0.1 ml, 1.09 mmol) and DIPEA (0.18 ml, 1.09 mmol) in acetonitrile (2 ml) was stirred at 100° C. under microwave for 10 min. The mixture was concentrated. Purified by Prep-TLC to give a white solid (74.8 mg, 91% yield). MS (ESI) calcd for C22H21F3N2 (m/z): 370.17. found: 371 [M+1].

Workup

  1. concentrationThe mixture was concentrated
  2. customPurified by Prep-TLC

Sources & evidence

ORD record
ord-4ee1ef5616d848c5a0392ce454a9fb7c
Source dataset
uspto-grants-2014_04
Patent number
US08685970B2

Reaction notes

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