4-Fluorobenzenesulfonyl isocyanate → 1-{3-(7-Cyclopentyl-5-methyl-4-oxo-3,4-dihydroimidazo[5,1-f][1,2,4]-triazin-2-yl)-4-propoxyphenyl}-3-(4-fluorophenylsulfonyl)-urea

HRID 11281Notes

Reaction equation

HRID 11281 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.[F:28][C:29]1[CH:34]=[CH:33][C:32]([S:35]([N:38]=[C:39]=[O:40])(=[O:37])=[O:36])=[CH:31][CH:30]=1>O1CCCC1>[CH:18]1([C:17]2[N:10]3[C:11]([C:12](=[O:14])[NH:13][C:8]([C:6]4[CH:7]=[C:2]([NH:1][C:39]([NH:38][S:35]([C:32]5[CH:33]=[CH:34][C:29]([F:28])=[CH:30][CH:31]=5)(=[O:36])=[O:37])=[O:40])[CH:3]=[CH:4][C:5]=4[O:24][CH2:25][CH2:26][CH3:27])=[N:9]3)=[C:15]([CH3:23])[N:16]=2)[CH2:22][CH2:21][CH2:20][CH2:19]1

Participants

4

Reactant 2

HCID 27333744-Fluorobenzenesulfonyl isocyanateHCID 1356049252-(5-Amino-2-propoxyphenyl)-5-methyl-7-cyclopentyl-3H-imidazo[5,1-f][1,2,4]-triazin-4-one

Product 1

HCID 1356049541-{3-(7-Cyclopentyl-5-methyl-4-oxo-3,4-dihydroimidazo[5,1-f][1,2,4]-triazin-2-yl)-4-propoxyphenyl}-3-(4-fluorophenylsulfonyl)-urea

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The preparation is carried out analogously to the procedure of example 54 using 150 mg (0.408 mmol) of the amino compound from example 44A and 411 mg (2.04 mmol) of 4-fluorobenzenesulfonyl isocyanate in 12 ml of tetrahydrofuran, which are reacted overnight.

Workup

  1. customare reacted overnight

Sources & evidence

ORD record
ord-9b6acc6d97074603b60437d04dd0503a
Source dataset
uspto-grants-2006_08
Patent number
US07098207B2

Reaction notes

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