2,1,3-Benzoxadiazole-5-carbonyl chloride → N-(Tetrahydro-2H-pyran-3-yl)-[2,1,3]-benzoxadiazole-5-carboxamide

HRID 906673Notes

Reaction equation

HRID 906673 reaction equation
Cl.[NH2:2][CH:3]1[CH2:8][CH2:7][CH2:6][O:5][CH2:4]1.[N:9]1[O:10][N:11]=[C:12]2[CH:17]=[C:16]([C:18](Cl)=[O:19])[CH:15]=[CH:14][C:13]=12>>[O:5]1[CH2:6][CH2:7][CH2:8][CH:3]([NH:2][C:18]([C:16]2[CH:15]=[CH:14][C:13]3=[N:9][O:10][N:11]=[C:12]3[CH:17]=2)=[O:19])[CH2:4]1

Participants

3

Reactant 2

HCID 27354532,1,3-Benzoxadiazole-5-carbonyl chlorideHCID 46735995Oxan-3-amine hydrochloride

Product 1

HCID 25104168N-(Tetrahydro-2H-pyran-3-yl)-[2,1,3]-benzoxadiazole-5-carboxamide

Procedure

N-(Tetrahydro-2H-pyran-3-yl)-[2,1,3]-benzoxadiazole-5-carboxamide was prepared from 3-aminotetrahydropyran hydrochloride and [2,1,3]-benzoxadiazole-5-carbonylchloride using the procedure described for Example 7. Mp=204-205° C., 1H NMR (300 MHz, CDCl3) δ 8.24-8.10 (m, 1H), 7.93 (dd, 1H, J=9.0 and 0.9 Hz); 7.84 (dd, 1H, J=9.0 and 1.2 Hz); 6.70-6.60 (m, NH, 1H); 4.24-4.22 (m, 1H), 3.86-3.60 (m, 4H) and 1.97-1.61 ppm (m, 4H).

Sources & evidence

ORD record
ord-8d38abeadedc4cd5a9f48e31c5de6b07
Source dataset
uspto-grants-2011_09
Patent number
US08013003B2

Reaction notes

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