Acetic Acid → HCID 54392034, compound

HRID 1783530Notes

Reaction equation

HRID 1783530 reaction equation
[NH2:1][C:2]1[C:7]([CH:8]=O)=[CH:6][N:5]=[C:4]([S:10][CH3:11])[N:3]=1.[CH3:12][O:13][C:14]1[CH:15]=[C:16]([CH:18]=[C:19]([O:21][CH3:22])[CH:20]=1)[NH2:17].C(O)(=O)C>O>[CH3:22][O:21][C:19]1[CH:18]=[C:16]([N:17]=[CH:8][C:7]2[C:2]([NH2:1])=[N:3][C:4]([S:10][CH3:11])=[N:5][CH:6]=2)[CH:15]=[C:14]([O:13][CH3:12])[CH:20]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 663013,5-DimethoxyanilineHCID 2957694-Amino-2-(methylsulfanyl)pyrimidine-5-carbaldehyde

Product 1

HCID 54392034HCID 54392034, compoundYield 97.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
25 °C

Procedure

To a suspension of 4.36 g (23.7 mmol) of 4-amino-2-methylsulfanyl-pyrimidine-5-carbaldehyde (made as described in WO 98/33798) and 3.65 g (23.7 mmol) of 3,5-dimethoxyaniline in 165 mL of water was added 4.5 mL of glacial acetic acid. The reaction was stirred at 25° C. overnight and filtered. The filter pad was washed with water, and the filtrate was dried in vacuo to give 7.02 g (96%) of the title compound, which was used as is in the next step.

Workup

  1. filtrationfiltered
  2. washThe filter pad was washed with water
  3. customthe filtrate was dried in vacuo

Sources & evidence

ORD record
ord-1558257c3ae1456980494b5eb3cc8d5d
Source dataset
uspto-grants-2009_03
Patent number
US07501425B1

Reaction notes

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