Pyridine → HCID 21276194, compound

HRID 1381560Notes

Reaction equation

HRID 1381560 reaction equation
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N1C=CC=CC=1.[NH2:16][C:17]1[CH:18]=[C:19]2[C:23](=[CH:24][CH:25]=1)[NH:22][CH:21]=[C:20]2[CH2:26][C:27]#[N:28]>C1COCC1>[C:27]([CH2:26][C:20]1[C:19]2[C:23](=[CH:24][CH:25]=[C:17]([NH:16][C:1](=[O:8])[C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[CH:18]=2)[NH:22][CH:21]=1)#[N:28]

Participants

5

Reactant 3

HCID 1049PyridineHCID 7412Benzoyl chlorideHCID 12803100HCID 12803100, compound

Product 1

HCID 21276194HCID 21276194, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 2.0 g (0.014 mole) of benzoyl chloride in THF was treated with 10 ml pyridine followed by 2.43 g (0.014 mole) of 5-aminoindole-3-acetonitrile, Example 1, and stirred 18 hr. The solvent was removed in vacuo and crude product recrystallized from EtOH to give product used directly in next step below.

Workup

  1. customThe solvent was removed in vacuo and crude product
  2. customrecrystallized from EtOH
  3. customto give product

Sources & evidence

ORD record
ord-be10acb836414840bd53fe615ca1833e
Source dataset
uspto-grants-1989_02
Patent number
US04803218

Reaction notes

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