Hydrochloric Acid → HCID 59828249, compound

HRID 512472Notes

Reaction equation

HRID 512472 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:13]([O:15]C)=O)[C:5](=[O:12])[NH:6][C:7]=1[C:8]([Cl:11])([F:10])[F:9].[NH2:17][CH2:18][CH:19]1[CH2:21][CH2:20]1.Cl>C(#N)C>[Br:1][C:2]1[CH:3]=[C:4]([C:13]([NH:17][CH2:18][CH:19]2[CH2:21][CH2:20]2)=[O:15])[C:5](=[O:12])[NH:6][C:7]=1[C:8]([Cl:11])([F:9])[F:10]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 75646CyclopropanemethanamineHCID 69236647HCID 69236647, compound

Product 1

HCID 59828249HCID 59828249, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

At room temperature, 350 mg (1.11 mmol) of methyl 5-bromo-6-[chloro(difluoro)methyl]-2-oxo-1,2-dihydropyridine-3-carboxylate were dissolved in 5 ml of acetonitrile and stirred with 0.5 ml of aminomethylcyclopropane for 12 h. The reaction mixture was then added to 1N hydrochloric acid, and the resulting precipitate was filtered off with suction. The precipitate was dried, again triturated with 1N hydrochloric acid, filtered off with suction and washed with water. Drying gave 240 mg (62% of theory) of the product.

Workup

  1. filtrationthe resulting precipitate was filtered off with suction
  2. customThe precipitate was dried
  3. customagain triturated with 1N hydrochloric acid
  4. filtrationfiltered off with suction
  5. washwashed with water
  6. customDrying
  7. customgave 240 mg (62% of theory) of the product

Sources & evidence

ORD record
ord-17ab2092a26b4826849e7a78b7d432dd
Source dataset
uspto-grants-2015_08
Patent number
US09102623B2

Reaction notes

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