Benzylamine → HCID 23155838, compound

HRID 1714791Notes

Reaction equation

HRID 1714791 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[N:11]1[CH2:16][CH2:15][N:14]([CH2:17][CH2:18][CH2:19][CH2:20][C:21]2[O:26][C:25](=O)[C:24]3[CH:28]=[CH:29][CH:30]=[CH:31][C:23]=3[N:22]=2)[CH2:13][CH2:12]1.[CH2:32]([NH2:39])[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1>>[CH2:32]([N:39]1[C:25](=[O:26])[C:24]2[C:23](=[CH:31][CH:30]=[CH:29][CH:28]=2)[N:22]=[C:21]1[CH2:20][CH2:19][CH2:18][CH2:17][N:14]1[CH2:13][CH2:12][N:11]([C:2]2[CH:3]=[CH:4][C:5]3[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=3)[N:1]=2)[CH2:16][CH2:15]1)[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1

Participants

3

Reactant 2

HCID 7504BenzylamineHCID 23155747HCID 23155747, compound

Product 1

HCID 23155838HCID 23155838, compoundYield 65%

Conditions

Temperature
250 °C

Procedure

A mixture of 207 mg of 2-[4-(4-quinolin-2-ylpiperazin-1-yl)-butyl]-3,1-benzoxazin-4-one as synthesized in above Step 7-15-B and 150 mg of benzylamine was stirred at 250° C. for an hour. Cooling the solution, the residue was purified on silica gel column chromatography (dichloromethane:methanol=15:1) to provide 163 mg (65%) of 3-benzyl-2-[4-(4-quinolin-2-ylpiperazin-1-yl)butyl]-3H-quinazolin-4-one.

Workup

  1. temperatureCooling the solution
  2. customthe residue was purified on silica gel column chromatography (dichloromethane:methanol=15:1)

Sources & evidence

ORD record
ord-fbe8efd77122421d91a043eab4274540
Source dataset
uspto-grants-2010_09
Patent number
US07799775B2

Reaction notes

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