Sodium Carbonate → HCID 12818631, compound

HRID 1703132Notes

Reaction equation

HRID 1703132 reaction equation
Cl[C:2]1[C:11]2[C:6](=[N:7][C:8]([CH3:12])=[CH:9][CH:10]=2)[N:5]([CH2:13][CH3:14])[C:4](=[O:15])[C:3]=1[C:16]#[N:17].[NH:18]1[CH2:22][CH2:21][CH2:20][CH2:19]1.C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[CH2:13]([N:5]1[C:6]2[C:11](=[CH:10][CH:9]=[C:8]([CH3:12])[N:7]=2)[C:2]([N:18]2[CH2:22][CH2:21][CH2:20][CH2:19]2)=[C:3]([C:16]#[N:17])[C:4]1=[O:15])[CH3:14]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 31268PyrrolidineHCID 12818630HCID 12818630, compound

Product 1

HCID 12818631HCID 12818631, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A stirred mixture of 7.41 g. (0.03 mole) of 4-chloro-1-ethyl-1,2-dihydro-7-methyl-2-oxo-1,8-naphthyridine-3-carbonitrile, 2.13 g. (0.03 mole) of pyrrolidine and 3.18 g. (0.03 mole) of sodium carbonate in 100 ml. of ethanol was heated under reflux for 1 hour. The mixture was filtered and the filter cake was triturated with 200 ml. of water. The insoluble material was collected, air dried and was recrystallized from 2-ethoxyethanol to give 7.4 g. of the title product, m.p. 211°-213° C.

Workup

  1. additionA stirred mixture of 7.41 g
  2. temperatureunder reflux for 1 hour
  3. filtrationThe mixture was filtered
  4. customthe filter cake was triturated with 200 ml
  5. customThe insoluble material was collected
  6. customair dried
  7. customwas recrystallized from 2-ethoxyethanol
  8. customto give 7.4 g

Sources & evidence

ORD record
ord-cd69c805bdac43e59fba2454c716212b
Source dataset
uspto-grants-1982_09
Patent number
US04350817

Reaction notes

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