3-Pyridinecarbonyl chloride, hydrochloride (1:1) → HCID 25213748, compound

HRID 2382824Notes

Reaction equation

HRID 2382824 reaction equation
[N:1]1[N:5]2[C:6]3[C:11]([CH:12]=[CH:13][C:4]2=[N:3][C:2]=1[NH2:14])=[CH:10][CH:9]=[CH:8][CH:7]=3.Cl.[C:16](Cl)(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[N:19][CH:18]=1>>[N:1]1[N:5]2[C:6]3[C:11]([CH:12]=[CH:13][C:4]2=[N:3][C:2]=1[NH:14][C:16](=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[N:19][CH:18]=1)=[CH:10][CH:9]=[CH:8][CH:7]=3

Participants

3

Reactant 2

HCID 884383-Pyridinecarbonyl chloride, hydrochloride (1:1)HCID 25216190HCID 25216190, compound

Product 1

HCID 25213748HCID 25213748, compoundYield 38%

Procedure

The title compound was prepared following procedure described for example 2, but starting from [1,2,4]triazolo[1,5-a]quinolin-2-amine ((A13), 67 mg; 0.37 mmol; 1.5 eq.) and nicotinoyl chloride hydrochloride (80 mg; 0.44 mmol; 1.2 eq.). Purification by flash chromatography on silica (DCM/MeOH, gradient from 98:2 to 95:5) gave the title compound as an orange oil (27 mg, 38%). HPLC, Rt: 1.83 min. (purity 97.9%). LC/MS, M+(ESI): 290.0, M−(ESI): 288.0.

Workup

  1. customThe title compound was prepared following procedure
  2. customPurification by flash chromatography on silica (DCM/MeOH, gradient from 98:2 to 95:5)

Sources & evidence

ORD record
ord-0fc3731496a34a0d8093d0404f0ee569
Source dataset
uspto-grants-2012_09
Patent number
US08263595B2

Reaction notes

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