Dimethylformamide → HCID 9813736, compound

HRID 431912Notes

Reaction equation

HRID 431912 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[N:5][CH:6]=[C:7]([CH:11]=1)[C:8](Cl)=[O:9].Cl.CO[C:15]1[CH:16]=[N:17][CH:18]=[C:19]([CH:23]=1)C(O)=O.C([N:26]([CH2:29]C)CC)C.C[N:32](C)C=O>ClCCl>[N:17]1[CH:16]=[CH:15][CH:23]=[CH:19][C:18]=1[C:29]1[N:26]=[C:8]([C:7]2[CH:6]=[N:5][CH:4]=[C:3]([O:2][CH3:1])[CH:11]=2)[O:9][N:32]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 219426481123782-83-1HCID 69361779453566-45-5

Product 1

HCID 9813736HCID 9813736, compoundYield 17%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In a similar fashion, 5-methoxynicotinoyl chloride was prepared from 5-methoxynicotinic acid hydrochloride (112.7 mg, 0.59 mmoles). Treatment of the acid chloride with pyrid-2-ylamidoxime (80.8 mg, 0.59 mmol) and triethylamine (0.3 mL) in dichloromethane (2 mL), followed by heating in dimethylformamide (1 mL) at 120° C. for 2.5 hours afforded 25 mg (17%) of 3-(2-pyridyl)-5-(5-methoxy-pyrid-3-yl)-1,2,4-oxadiazole.

Sources & evidence

ORD record
ord-38f21a9c51354cc098479fac6e6b0703
Source dataset
uspto-grants-2003_12
Patent number
US06660753B2

Reaction notes

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