HCID 802571, compound → HCID 23155966, compound

HRID 1714779Notes

Reaction equation

HRID 1714779 reaction equation
[NH2:1][N:2]1[C:11](=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=[C:3]1SC.[N:15]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:18]=[CH:17][C:16]=1[N:25]1[CH2:30][CH2:29][N:28]([CH2:31][CH2:32][CH2:33][NH2:34])[CH2:27][CH2:26]1>>[NH2:1][N:2]1[C:11](=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=[C:3]1[NH:34][CH2:33][CH2:32][CH2:31][N:28]1[CH2:29][CH2:30][N:25]([C:16]2[CH:17]=[CH:18][C:19]3[C:24](=[CH:23][CH:22]=[CH:21][CH:20]=3)[N:15]=2)[CH2:26][CH2:27]1

Participants

3

Reactant 2

HCID 802571HCID 802571, compoundHCID 21287994HCID 21287994, compound

Product 1

HCID 23155966HCID 23155966, compoundYield 73%

Conditions

Temperature
145 °C

Procedure

A mixture of 131 mg of 3-amino-2-methylthio-3H-quinazolin-4-one as synthesized in above Step 6-1-A and 172 mg 3-(4-quinolin-2-ylpiperazin-1-yl)propylamine was heated at 145° C. under stirring for 5 hours. The reaction mixture was cooled and purified on silica gel column chromatography (methanol:methylene chloride=1:19) to provide 198 mg (73%) of 3-amino-2-[3-(4-quinolin-2-ylpiperazin-1-yl)propylamino]-3H-quinazolin-4-one.

Workup

  1. temperatureThe reaction mixture was cooled
  2. custompurified on silica gel column chromatography (methanol:methylene chloride=1:19)

Sources & evidence

ORD record
ord-eeb23ddf730d4dabb4a854694a067ef1
Source dataset
uspto-grants-2010_09
Patent number
US07799775B2

Reaction notes

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