4-Toluenesulfonyl chloride → HCID 11951006, compound

HRID 553427Notes

Reaction equation

HRID 553427 reaction equation
[O:1]1[C:9]2[CH2:8][CH2:7][NH:6][CH2:5][C:4]=2[C:3]([C:10]([N:12]2[CH2:17][CH2:16][N:15]([C:18]3[CH:23]=[CH:22][C:21]([C:24](=[O:26])[CH3:25])=[CH:20][CH:19]=3)[CH2:14][CH2:13]2)=[O:11])=[N:2]1.[C:27]1([CH3:37])[CH:32]=[CH:31][C:30]([S:33](Cl)(=[O:35])=[O:34])=[CH:29][CH:28]=1>>[C:27]1([CH3:37])[CH:32]=[CH:31][C:30]([S:33]([N:6]2[CH2:7][CH2:8][C:9]3[O:1][N:2]=[C:3]([C:10]([N:12]4[CH2:17][CH2:16][N:15]([C:18]5[CH:23]=[CH:22][C:21]([C:24](=[O:26])[CH3:25])=[CH:20][CH:19]=5)[CH2:14][CH2:13]4)=[O:11])[C:4]=3[CH2:5]2)(=[O:35])=[O:34])=[CH:29][CH:28]=1

Participants

3

Reactant 2

HCID 73974-Toluenesulfonyl chlorideHCID 57618625HCID 57618625, compound

Product 1

HCID 11951006HCID 11951006, compoundYield 28.1%

Procedure

In a manner similar to the general method, 170 mg (0.42 mmol) of 1-[4-[4-(4,5,6,7-tetrahydro-isoxazolo[4,5-c]pyridine-3-carbonyl)-piperazin-1-yl]-phenyl]-ethanone were reacted with 120 mg (0.63 mmol) of p-toluenesulfonic acid chloride to yield 60 mg (28% of theoretical) of 1-(4-{4-[5-(toluene-4-sulfonyl)-4,5,6,7-tetrahydro-isoxazolo[4,5-c]pyridine-3-carbonyl]-piperazin-1-yl}-phenyl)-ethanone (86), which were obtained in the form of a colourless solid.

Sources & evidence

ORD record
ord-b80cbfc4f3134a089c526c54a15cdcfa
Source dataset
uspto-grants-2011_11
Patent number
US08048879B2

Reaction notes

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