2,3-Dihydro-1-benzofuran-5-carbonyl chloride → N-[5-(3-furyl)[1,2,4]triazolo[1,5-a]pyridin-2-yl]-2,3-dihydro-1-benzofuran-5-carboxamide

HRID 2382819Notes

Reaction equation

HRID 2382819 reaction equation
[O:1]1[CH:5]=[CH:4][C:3]([C:6]2[N:11]3[N:12]=[C:13]([NH2:15])[N:14]=[C:10]3[CH:9]=[CH:8][CH:7]=2)=[CH:2]1.[O:16]1[C:20]2[CH:21]=[CH:22][C:23]([C:25](Cl)=[O:26])=[CH:24][C:19]=2[CH2:18][CH2:17]1>>[O:1]1[CH:5]=[CH:4][C:3]([C:6]2[N:11]3[N:12]=[C:13]([NH:15][C:25]([C:23]4[CH:22]=[CH:21][C:20]5[O:16][CH2:17][CH2:18][C:19]=5[CH:24]=4)=[O:26])[N:14]=[C:10]3[CH:9]=[CH:8][CH:7]=2)=[CH:2]1

Participants

3

Reactant 2

HCID 27761532,3-Dihydro-1-benzofuran-5-carbonyl chlorideHCID 252159385-(Furan-3-yl)-[1,2,4]triazolo[1,5-a]pyridin-2-amine

Product 1

HCID 59437468N-[5-(3-furyl)[1,2,4]triazolo[1,5-a]pyridin-2-yl]-2,3-dihydro-1-benzofuran-5-carboxamide

Procedure

The title compound was prepared following procedure and work up described for example 19, but starting from 5-(3-furyl)[1,2,4]triazolo[1,5-a]pyridin-2-amine ((A2), 50 mg; 0.25 mmol; 1.0 eq.) and 2,3-dihydro-1-benzofuran-5-carbonyl chloride (68 mg; 0.37 mmol; 1.5 eq.) as a white solid (25.7 mg, 29%). HPLC, Rt: 3.14 min. (purity 78.8%). LC/MS, M+(ESI): 347.4, M−(ESI): 345.3.

Sources & evidence

ORD record
ord-94cc06b8db0d4f9ebb0cec64658b173d
Source dataset
uspto-grants-2012_09
Patent number
US08263595B2

Reaction notes

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