HCID 22125056, compound → HCID 22125124, compound

HRID 1858252Notes

Reaction equation

HRID 1858252 reaction equation
C[O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:18][C:17]2[C:12](=[N:13][C:14]([NH:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[N:15][CH:16]=2)[N:11]([CH3:26])[C:10]1=[O:27]>Br>[NH:19]([C:14]1[N:13]=[C:12]2[N:11]([CH3:26])[C:10](=[O:27])[N:9]([C:4]3[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=3[OH:2])[CH2:18][C:17]2=[CH:16][N:15]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

3

Reactant 1

HCID 22125056HCID 22125056, compound

Product 1

HCID 22125124HCID 22125124, compoundYield 82.3%

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

A solution of 50 mg (0.14 mmol) of 3-(2-methoxyphenyl)-7-anilino-3,4-dihydro-1-methylpyrimido[4,5-d]pyrimidin-2(1H)-one in 15 ml of 48% aqueous hydrobromic acid was heated at reflux for 1 hour. The mixture was cooled and evaporated and the residue was triturated in hexane. The resultant solid was filtered off and dried to give 40 mg (82%) of 7-anilino-3,4-dihydro-3-(2-hydroxyphenyl)-1-methylpyrimido[4,5-d]pyrimidin-2(1H)-one as an off-white solid of melting point 192° C.

Workup

  1. temperatureat reflux for 1 hour
  2. temperatureThe mixture was cooled
  3. customevaporated
  4. customthe residue was triturated in hexane
  5. filtrationThe resultant solid was filtered off
  6. customdried

Sources & evidence

ORD record
ord-4e2afad5c963481aa0de33fd1c4bbc26
Source dataset
uspto-grants-2000_11
Patent number
US06150373

Reaction notes

Loading…