Hydrochloric Acid → HCID 178499635, compound

HRID 629024Notes

Reaction equation

HRID 629024 reaction equation
[CH3:1][O:2][C:3](=[O:21])[CH:4]([C:9]1[C:14]([S:15][CH3:16])=[C:13]([O:17]C)[N:12]=[C:11]([O:19]C)[N:10]=1)C(OC)=O.Cl>CO>[CH3:1][O:2][C:3](=[O:21])[CH2:4][C:9]1[C:14]([S:15][CH3:16])=[C:13]([OH:17])[N:12]=[C:11]([OH:19])[N:10]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 672954112-(2,6-Dimethoxy-5-methylsulfanyl-pyrimidin-4-yl)-malonic acid dimethyl ester

Product 1

HCID 178499635HCID 178499635, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 2-(2,6-dimethoxy-5-methylsulfanyl-pyrimidin-4-yl)-malonic acid dimethyl ester (2.85 g, 9.0 mmol.) was added dropwise to slurry of HCl (37% w/w) (1.0 ml) in MeOH (50 ml). The reaction mixture was stirred at 100° C. for 24 hr and dried, and the solvent was evaporated in vacuo to give a crude as a pale yellow solid of 1.85 g (89.2%). 1H NMR (500 MHz, DMSO-d6): δ11.35 (s, 1H), 11.23 (s, 1H), 3.81 (s, 2H), 3.66 (s, 3H), 2.11 (s, 3H)

Workup

  1. additionwas added dropwise
  2. customdried
  3. customthe solvent was evaporated in vacuo
  4. customto give a crude as a pale yellow solid of 1.85 g (89.2%)

Sources & evidence

ORD record
ord-903cc10768ef47b39e41fd2889d8eaa4
Source dataset
uspto-grants-2016_04
Patent number
US09315491B2

Reaction notes

Loading…