4-Isocyanato-2-methylquinoline → HCID 17956497, compound

HRID 2223721Notes

Reaction equation

HRID 2223721 reaction equation
[NH2:1][CH2:2][CH:3]([N:10]1[CH2:15][CH2:14][C:13]([CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)([OH:16])[CH2:12][CH2:11]1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[N:24]([C:27]1[C:36]2[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=2)[N:30]=[C:29]([CH3:37])[CH:28]=1)=[C:25]=[O:26]>C(Cl)Cl.C1(C)C=CC=CC=1>[CH2:17]([C:13]1([OH:16])[CH2:14][CH2:15][N:10]([CH:3]([C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:2][NH:1][C:25]([NH:24][C:27]2[C:36]3[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=3)[N:30]=[C:29]([CH3:37])[CH:28]=2)=[O:26])[CH2:11][CH2:12]1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

5

Reactant 2

HCID 179565834-Isocyanato-2-methylquinolineHCID 17956592HCID 17956592, compound

Product 1

HCID 17956497HCID 17956497, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
20 °C

Procedure

To a solution of 1-(2-amino-1-phenyl-ethyl)4-benzyl-piperidin-4-ol (54.3 mg, 0.18 mmol) in CH2Cl2 is added a freshly prepared solution of 4-isocyanato-2-methyl-quinoline (33.8 mg, 0.16 mmol) in toluene (2 mL). The mixture is stirred for 15 h at 20° C. Evaporation of the solvent and purification by HPLC provides the title compound.

Workup

  1. customEvaporation of the solvent and purification by HPLC

Sources & evidence

ORD record
ord-a78d9966509c4c74ae434e48248721cd
Source dataset
uspto-grants-2008_05
Patent number
US07375227B2

Reaction notes

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