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

HRID 11276Notes

Reaction equation

HRID 11276 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([O:24][CH2:25][CH2:26][CH3:27])=[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.[CH3:28][N:29]1[CH2:34][CH2:33][N:32]([S:35](Cl)(=[O:37])=[O:36])[CH2:31][CH2:30]1.N1C=CC=CC=1>>[CH3:28][N:29]1[CH2:34][CH2:33][N:32]([S:35]([NH:1][C:2]2[CH:3]=[CH:4][C:5]([O:24][CH2:25][CH2:26][CH3:27])=[C:6]([C:8]3[NH:13][C:12](=[O:14])[C:11]4=[C:15]([CH3:23])[N:16]=[C:17]([CH:18]5[CH2:22][CH2:21][CH2:20][CH2:19]5)[N:10]4[N:9]=3)[CH:7]=2)(=[O:37])=[O:36])[CH2:31][CH2:30]1

Participants

4

Reactant 3

HCID 1049PyridineHCID 111716174-methylpiperazine-1-sulfonyl ChlorideHCID 1356049252-(5-Amino-2-propoxyphenyl)-5-methyl-7-cyclopentyl-3H-imidazo[5,1-f][1,2,4]-triazin-4-one

Product 1

HCID 1355479552-[5-(4-Methylpiperazin-1-yl-sulfonylamino)-2-propoxy-phenyl]-5-methyl-7-cyclopentyl-3H-imidazo[5,1-f][1,2,4]-triazin-4-one

Procedure

150 mg (0.408 mmol) of the compound from example 44A are treated with 576 mg (2.45 mmol) of 4-methyl-1-piperazinesulfonyl chloride in 6.6 ml (81.6 mmol) of pyridine for 3.5 hours.

Sources & evidence

ORD record
ord-aacadcb6d93f471ea0451491c2eeebae
Source dataset
uspto-grants-2006_08
Patent number
US07098207B2

Reaction notes

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