Acetic Acid → HCID 11327471, compound

HRID 2250323Notes

Reaction equation

HRID 2250323 reaction equation
[SH2:1].[Cl:2][C:3]1[C:8]([C:9]2[C:14]([F:15])=[CH:13][C:12]([F:16])=[CH:11][C:10]=2[F:17])=[C:7]([NH:18][C@@H:19]([CH3:24])[C:20]([F:23])([F:22])[F:21])[N:6]=[C:5]([C:25]#[N:26])[N:4]=1.O.C(O)(=O)C>C(N(CC)CC)C.CN1CCCC1=O>[Cl:2][C:3]1[C:8]([C:9]2[C:10]([F:17])=[CH:11][C:12]([F:16])=[CH:13][C:14]=2[F:15])=[C:7]([NH:18][C@@H:19]([CH3:24])[C:20]([F:21])([F:22])[F:23])[N:6]=[C:5]([C:25](=[S:1])[NH2:26])[N:4]=1

Participants

7

Reactant 4

HCID 176Acetic AcidHCID 402Hydrogen SulfideHCID 962WaterHCID 11689444HCID 11689444, compound

Product 1

HCID 11327471HCID 11327471, compound

Reagents, catalysts & solvents 2

HCID 8471TriethylamineSolventHCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

At room temperature, hydrogen sulfide was introduced for 5 minutes into a solution of 0.5 g (1.35 mmol) of (S)-4-chloro-6-(2,2,2-trifluoro-1-methylethylamino)-5-(2,4,6-trifluorophenyl)pyrimidine-2-carbonitrile, prepared according to WO 03/043993, in 0.16 g of triethylamine and 6 ml of N-methylpyrrolidone. After the reaction had ended, 20 ml of water were added, the mixture was neutralized with acetic acid and extracted with methyl tert-butyl ether and the organic phase was washed with water, dried over magnesium sulfate and concentrated.

Workup

  1. customprepared
  2. extractionextracted with methyl tert-butyl ether
  3. washthe organic phase was washed with water
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-daef20916f9c467c953026754497e9e1
Source dataset
uspto-grants-2008_01
Patent number
US07317015B2

Reaction notes

Loading…