Diethyl Malonate → 4-Amino-2-[[(2,3-difluorophenyl)methyl]thio]-7,8-dihydro-7-oxo-6-pteridinecarboxylic Acid Ethyl Ester

HRID 1814265Notes

Reaction equation

HRID 1814265 reaction equation
[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:9][S:10][C:11]1[N:16]=[C:15]([NH2:17])[C:14]([N:18]=O)=[C:13]([NH2:20])[N:12]=1.[C:21](OCC)(=[O:28])[CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24]>>[CH2:26]([O:25][C:23]([C:22]1[C:21](=[O:28])[NH:17][C:15]2[N:16]=[C:11]([S:10][CH2:9][C:3]3[CH:4]=[CH:5][CH:6]=[C:7]([F:8])[C:2]=3[F:1])[N:12]=[C:13]([NH2:20])[C:14]=2[N:18]=1)=[O:24])[CH3:27]

Participants

3

Reactant 2

HCID 7761Diethyl MalonateHCID 222884992-[[(2,3-Difluorophenyl)methyl]thio]-5-nitroso4,6-pyrimidinediamine

Product 1

HCID 688161204-Amino-2-[[(2,3-difluorophenyl)methyl]thio]-7,8-dihydro-7-oxo-6-pteridinecarboxylic Acid Ethyl Ester

Conditions

Temperature
120 °C

Procedure

The product of Example 2, step (b) (5 g) was dissolved in diethyl malonate (100 ml) and heated to 120° C. for 10 hr, with stirring. The reaction mixture was allowed to cool and the solid that precipitated was filtered, washed with water and dried in the oven at 50° C. to yield the product as a yellow solid (3.2 g).

Workup

  1. temperatureto cool
  2. customthe solid that precipitated
  3. filtrationwas filtered
  4. washwashed with water
  5. customdried in the oven at 50° C.

Sources & evidence

ORD record
ord-302af4cf4dbc46578b404598f0b0c6cb
Source dataset
uspto-grants-2005_04
Patent number
US06875868B2

Reaction notes

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