Water → HCID 86640954, compound

HRID 1957994Notes

Reaction equation

HRID 1957994 reaction equation
[CH2:1]([O:3][C:4](Cl)=[S:5])[CH3:2].[NH2:7][C:8]1[CH:9]=[C:10]([NH:18][C:19]2[N:28]=[CH:27][C:26]3[N:25]([CH3:29])[C:24](=[O:30])[CH2:23][N:22]([CH:31]([CH3:33])[CH3:32])[C:21]=3[N:20]=2)[CH:11]=[C:12]([C:14]([F:17])([F:16])[F:15])[CH:13]=1.O>N1C=CC=CC=1>[CH2:1]([O:3][C:4](=[S:5])[NH:7][C:8]1[CH:13]=[C:12]([C:14]([F:16])([F:17])[F:15])[CH:11]=[C:10]([NH:18][C:19]2[N:28]=[CH:27][C:26]3[N:25]([CH3:29])[C:24](=[O:30])[CH2:23][N:22]([CH:31]([CH3:33])[CH3:32])[C:21]=3[N:20]=2)[CH:9]=1)[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 5325481O-ethyl chloromethanethioateHCID 68423292HCID 68423292, compound

Product 1

HCID 86640954HCID 86640954, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Ethylchlorothioformate (0.754 ml; 7.230 mmol) was added dropwise to a cooled (0° C.) suspension of 2-(3-Amino-5-trifluoromethyl-phenylamino)-8-isopropyl-5-methyl-7,8-dihydro-5H-pteridin-6-one (2.5 g; 6.573 mmol) in 10 ml of dry Pyridine. The reaction mixture was allowed to reach room temperature and maintained at that temperature 2 h. Water was added to the reaction mixture and the precipitated formed was filtered washed with water and dried in vacuo. 2.1 g (4.48 mmol; 68% yield) of a yellow powder were obtained.

Workup

  1. temperaturea cooled
  2. customto reach room temperature
  3. temperaturemaintained at that temperature 2 h
  4. customthe precipitated formed
  5. filtrationwas filtered
  6. washwashed with water
  7. customdried in vacuo
  8. custom2.1 g (4.48 mmol; 68% yield) of a yellow powder were obtained

Sources & evidence

ORD record
ord-a6c39766ecc3424c868a34d47e992c38
Source dataset
uspto-grants-2013_04
Patent number
US08410100B2

Reaction notes

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