Hydrochloric Acid → HCID 72192348, compound

HRID 1473824Notes

Reaction equation

HRID 1473824 reaction equation
Cl[C:2]([O:4][CH3:5])=[O:3].[F:6][C:7]1[CH:12]=[C:11]([F:13])[CH:10]=[CH:9][C:8]=1[NH:14][C:15](=[O:23])[C:16]1C=[CH:20][CH:19]=[CH:18][C:17]=1O.Cl>N1C=CC=CC=1>[F:6][C:7]1[CH:12]=[C:11]([F:13])[CH:10]=[CH:9][C:8]=1[N:14]1[C:15](=[O:23])[C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][C:5]=2[O:4][C:2]1=[O:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6586Methyl chloroformateHCID 28393775HCID 28393775, compound

Product 1

HCID 72192348HCID 72192348, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Methyl chloroformate (0.1 mL, 1.2 mmole) was added dropwise to a stirred solution of compound 3a (0.50 g, 2 mmole) in dry pyridine (8 mL) at 0° C. The mixture was refluxed for 2 hr. After 16 hr stirring at room temperature, the pH of the reaction mixture was adjusted to pH=6 from 1 M HCl(aq). The resulting white mixture was cooled to obtain solid compound. The product was filtered off and recrystallized from hot ethanol.

Workup

  1. temperatureThe mixture was refluxed for 2 hr
  2. temperatureThe resulting white mixture was cooled
  3. customto obtain solid compound
  4. filtrationThe product was filtered off
  5. customrecrystallized from hot ethanol

Sources & evidence

ORD record
ord-b9a42e3a1873410d908c851935930be1
Source dataset
uspto-grants-2015_04
Patent number
US09018203B2

Reaction notes

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