2,5-Dimethyl-3-furoyl Chloride → HCID 57749165, compound

HRID 1874466Notes

Reaction equation

HRID 1874466 reaction equation
[CH3:1][C:2]1[O:3][C:4]([CH3:10])=[CH:5][C:6]=1[C:7](Cl)=[O:8].[NH2:11][C:12]1[CH:13]=[C:14]([CH:31]=[CH:32][C:33]=1[CH3:34])[O:15][C:16]1[CH:17]=[CH:18][C:19]2[N:20]([N:22]=[C:23]([NH:25][C:26]([CH:28]3[CH2:30][CH2:29]3)=[O:27])[N:24]=2)[CH:21]=1>CN(C)C(=O)C>[CH:28]1([C:26]([NH:25][C:23]2[N:24]=[C:19]3[CH:18]=[CH:17][C:16]([O:15][C:14]4[CH:31]=[CH:32][C:33]([CH3:34])=[C:12]([NH:11][C:7]([C:6]5[CH:5]=[C:4]([CH3:10])[O:3][C:2]=5[CH3:1])=[O:8])[CH:13]=4)=[CH:21][N:20]3[N:22]=2)=[O:27])[CH2:29][CH2:30]1

Participants

4

Reactant 2

HCID 27348042,5-Dimethyl-3-furoyl ChlorideHCID 57749401N-[6-(3-amino-4-methylphenoxy)[1,2,4]triazolo[1,5-a]pyridin-2-yl]cyclopropanecarboxamide

Product 1

HCID 57749165HCID 57749165, compoundYield 58.9%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

In the same manner as in Example 58 and using 2,5-dimethyl-3-furoyl chloride (84.0 μL, 0.630 mmol), N,N-dimethylacetamide (5 mL) and N-[6-(3-amino-4-methylphenoxy)[1,2,4]triazolo[1,5-a]pyridin-2-yl]cyclopropanecarboxamide (185 mg, 0.572 mmol) as starting materials, the title compound (150 mg, 56%) was obtained as a white solid.

Sources & evidence

ORD record
ord-b48fbbc2be1c4bc19800797392839a95
Source dataset
uspto-grants-2012_11
Patent number
US08304557B2

Reaction notes

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