Hydrochloric Acid → HCID 136408031, compound

HRID 2284603Notes

Reaction equation

HRID 2284603 reaction equation
Cl.[Cl:2][C:3]1[CH:4]=[C:5]([C:10]2[C:15]([C:16]3[CH:17]=[CH:18][C:19]4[N:20]=[CH:21][N:22]=[C:23]([O:26]C)[C:24]=4[N:25]=3)=[CH:14][CH:13]=[CH:12][N:11]=2)[CH:6]=[CH:7][C:8]=1[F:9]>CCO>[Cl:2][C:3]1[CH:4]=[C:5]([C:10]2[C:15]([C:16]3[CH:17]=[CH:18][C:19]4[N:20]=[CH:21][NH:22][C:23](=[O:26])[C:24]=4[N:25]=3)=[CH:14][CH:13]=[CH:12][N:11]=2)[CH:6]=[CH:7][C:8]=1[F:9]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86715515HCID 86715515, compound

Product 1

HCID 136408031HCID 136408031, compoundYield 61.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

Conc. HCl (0.2 ml) was added to a stirring heterogeneous slurry of 6-(2-(3-chloro-4-fluorophenyl)pyridin-3-yl)-4-methoxypyrido[3,2-d]pyrimidine (2.2 g) in EtOH (25 mL) at room temperature and heated the slurry gradually to 60° C. The pale yellow heterogeneous slurry transformed to homogeneous solution in 15 min and turned to heterogeneous slurry back again after 2 h of heating. Heating and stirring was continued for 4 h and cooled the reaction mixture to room temperature. The solid was collected by filtration and concentrated the filtrate. The solid was neutralized with aq.NaHCO3, filtered and dried to obtain title compound as a white solid (1.3 g).

Workup

  1. waitturned to heterogeneous slurry back again after 2 h
  2. temperatureof heating
  3. temperatureHeating
  4. waitwas continued for 4 h
  5. temperaturecooled the reaction mixture to room temperature
  6. filtrationThe solid was collected by filtration
  7. concentrationconcentrated the filtrate
  8. filtrationNaHCO3, filtered
  9. customdried

Sources & evidence

ORD record
ord-8124d05fddd24bdc950539d2633c85a5
Source dataset
uspto-grants-2015_09
Patent number
US09145433B2

Reaction notes

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