Pyridine → 2-[2-Ethoxy-5-(benzofurazane-4-sulfonylamino)phenyl]-5-methyl-7-cyclopentyl-3H-imidazo-[5,1-f][1,2,4]-triazin-4-one

HRID 1814835Notes

Reaction equation

HRID 1814835 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([O:24][CH2:25][CH3:26])=[C:6]([C:8]2[NH:13][C:12](=[O:14])[C:11]3=[C:15]([CH3:23])[N:16]=[C:17]([CH:18]4[CH2:22][CH2:21][CH2:20][CH2:19]4)[N:10]3[N:9]=2)[CH:7]=1.[N:27]1[O:31][N:30]=[C:29]2[C:32]([S:36](Cl)(=[O:38])=[O:37])=[CH:33][CH:34]=[CH:35][C:28]=12.N1C=CC=CC=1>>[CH2:25]([O:24][C:5]1[CH:4]=[CH:3][C:2]([NH:1][S:36]([C:32]2[C:29]3=[N:30][O:31][N:27]=[C:28]3[CH:35]=[CH:34][CH:33]=2)(=[O:38])=[O:37])=[CH:7][C:6]=1[C:8]1[NH:13][C:12](=[O:14])[C:11]2=[C:15]([CH3:23])[N:16]=[C:17]([CH:18]3[CH2:22][CH2:21][CH2:20][CH2:19]3)[N:10]2[N:9]=1)[CH3:26]

Participants

4

Reactant 3

HCID 1049PyridineHCID 27354462,1,3-Benzoxadiazole-4-sulfonyl chlorideHCID 1356049412-(5-Amino-2-ethoxyphenyl)-5-methyl-7-cyclopentyl-3H-imidazo[5,1-f][1,2,4]-triazin-4-one

Product 1

HCID 1356049602-[2-Ethoxy-5-(benzofurazane-4-sulfonylamino)phenyl]-5-methyl-7-cyclopentyl-3H-imidazo-[5,1-f][1,2,4]-triazin-4-one

Procedure

120 ml (0.34 mmol) of the compound from example 42A are reacted with 111 mg (0.509 mmol) of benzofurazane-4-sulfonyl chloride and 0.17 ml (2.10 mmol) of pyridine. Yield: 109 mg (60.1% of theory).

Sources & evidence

ORD record
ord-4d106f5d0ec1481bb87b09ac70de691c
Source dataset
uspto-grants-2005_04
Patent number
US06878708B2

Reaction notes

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