Tetrahydrofuran → HCID 20257593, compound

HRID 1583993Notes

Reaction equation

HRID 1583993 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[CH:4][N:3]=1.[C:11]([N:18]1[CH:22]=[CH:21][N:20]=[CH:19]1)(N1C=CN=C1)=O.[CH3:23][C:24]1(CCCN)NC=C[NH:25]1.O1CCC[CH2:34]1>>[Cl:1][C:2]1[N:3]=[CH:4][C:5]([C:6]([NH:25][CH2:24][CH2:23][CH2:11][N:18]2[CH:22]=[CH:21][N:20]=[C:19]2[CH3:34])=[O:8])=[CH:9][CH:10]=1

Participants

5

Reactant 4

HCID 8028TetrahydrofuranHCID 682631,1'-CarbonyldiimidazoleHCID 792226-Chloronicotinic acidHCID 70451421HCID 70451421, compound

Product 1

HCID 20257593HCID 20257593, compound

Procedure

A mixture of 2.36 g of 6-chloronicotinic acid and 2.43 g of 1,1'-carbonyldiimidazole in 60 ml of tetrahydrofuran was stirred at room temperature for 2 hours. Then, 2.08 g of 2-methyl-1H-imidazolepropanamine was added and the mixture was stirred at room temperature for 48 hours. The white precipitate which formed on the walls of the flask was collected by filtration, washed with ether and gave 3.2 g of the compound of the Example as cream colored crystals, mp 175°-177° C.

Workup

  1. stirringthe mixture was stirred at room temperature for 48 hours
  2. customThe white precipitate which formed on the walls of the flask
  3. filtrationwas collected by filtration
  4. washwashed with ether

Sources & evidence

ORD record
ord-7f1a5f4b736e433a883b5faeeb4b5aa8
Source dataset
uspto-grants-1985_11
Patent number
US04555519

Reaction notes

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