4-Methoxybenzylamine → HCID 22125110, compound

HRID 1858230Notes

Reaction equation

HRID 1858230 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[N:9]1[CH2:18][C:17]2[C:12](=[N:13][C:14](S(C)(=O)=O)=[N:15][CH:16]=2)[N:11]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:10]1=[O:29].[CH3:30][O:31][C:32]1[CH:39]=[CH:38][C:35]([CH2:36][NH2:37])=[CH:34][CH:33]=1>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[N:9]1[CH2:18][C:17]2[C:12](=[N:13][C:14]([NH:37][CH2:36][C:35]3[CH:38]=[CH:39][C:32]([O:31][CH3:30])=[CH:33][CH:34]=3)=[N:15][CH:16]=2)[N:11]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:10]1=[O:29]

Participants

3

Reactant 2

HCID 754524-MethoxybenzylamineHCID 22125142HCID 22125142, compound

Product 1

HCID 22125110HCID 22125110, compoundYield 100%

Conditions

Temperature
100 °C

Procedure

A mixture of 56 mg (0.13 mmol) of 3-(2,6-dichlorophenyl)-7-methanesulfonyl-3,4-dihydro-1-phenylpyrimido[4,5-d]pyrimidin-2(1H)-one and 1 ml of 4-methoxybenzylamine was heated at 100° C. for 30 minutes, then cooled and partitioned between 30 ml of dichloromethane and 30 ml of 2M hydrochloric acid. The organic phase was dried over magnesium sulfate, filtered and evaporated to give 68 mg (100%) of 3-(2,6-dichlorophenyl)-3,4-dihydro-7-(4-methoxybenzyl)amino-1-phenylpyrimido[4,5-d]pyrimidin-2(1H)-one as a yellow solid of melting point 56° C.

Workup

  1. temperaturecooled
  2. custompartitioned between 30 ml of dichloromethane and 30 ml of 2M hydrochloric acid
  3. dry with materialThe organic phase was dried over magnesium sulfate
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-94be8b30819543eea4a6a6f59ffb6086
Source dataset
uspto-grants-2000_11
Patent number
US06150373

Reaction notes

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