Formic Acid → HCID 13260286, compound

HRID 1649018Notes

Reaction equation

HRID 1649018 reaction equation
[NH2:1][C:2]1[N:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]2=[N:4][C:3]=1[C:11]1[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[C:17]2[C:12]=1[CH2:13][CH2:14][C:15](=[O:23])[NH:16]2.O.[OH-].[Na+].[CH:27](O)=[O:28]>>[CH:27]([NH:1][C:2]1[N:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]2=[N:4][C:3]=1[C:11]1[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[C:17]2[C:12]=1[CH2:13][CH2:14][C:15](=[O:23])[NH:16]2)=[O:28]

Participants

5

Reactant 4

HCID 284Formic AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 13260284HCID 13260284, compound

Product 1

HCID 13260286HCID 13260286, compound

Procedure

A solution of 5-(3-aminoimidazo[1,2-a]pyridine-2-yl)-8-methoxy-3,4-dihydrocarbostyril (5 g) in 90% formic acid (10 ml) was heated at 100° C. for 2 hours. After completion of reaction, water was added to the reaction mixture followed by neutralizing with 1 N sodium hydroxide. Crystals which precipitated were collected by filtration, washed with methanol and recrystallized from chloroform-methanol to give 3.05 g of 5-(3-formylaminoimidazo[1,2-a]pyridine-2-yl)-8-methoxy-3,4-dihydrocarbostyril.

Workup

  1. additionwas added to the reaction mixture
  2. customCrystals which precipitated
  3. filtrationwere collected by filtration
  4. washwashed with methanol
  5. customrecrystallized from chloroform-methanol

Sources & evidence

ORD record
ord-25cf2375097246f4af3209088e8edc87
Source dataset
uspto-grants-1983_11
Patent number
US04414390

Reaction notes

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