6-Chloronaphthalene-2-sulfonyl chloride → HCID 18382260, compound

HRID 2297543Notes

Reaction equation

HRID 2297543 reaction equation
[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][C:10]([CH2:13][CH2:14][C:15]([N:17]3[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]3)=[O:16])=[CH:9][CH:8]=2)[N:3]=1.[Cl:23][C:24]1[CH:25]=[C:26]2[C:31](=[CH:32][CH:33]=1)[CH:30]=[C:29]([S:34](Cl)(=[O:36])=[O:35])[CH:28]=[CH:27]2>>[Cl:23][C:24]1[CH:25]=[C:26]2[C:31](=[CH:32][CH:33]=1)[CH:30]=[C:29]([S:34]([N:20]1[CH2:19][CH2:18][N:17]([C:15](=[O:16])[CH2:14][CH2:13][C:10]3[CH:11]=[CH:12][C:7]([C:4]4[N:3]=[C:2]([CH3:1])[O:6][N:5]=4)=[CH:8][CH:9]=3)[CH2:22][CH2:21]1)(=[O:36])=[O:35])[CH:28]=[CH:27]2

Participants

3

Reactant 2

HCID 106351296-Chloronaphthalene-2-sulfonyl chlorideHCID 18382158HCID 18382158, compound

Product 1

HCID 18382260HCID 18382260, compound

Procedure

Similarly to Example 1, reaction of 3-[4-(5-methyl[1,2,4]oxadiazol-3-yl)phenyl]-1-piperazin-1-ylpropan-1-one [obtainable from 3-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenyl]-1-(4-tert-butyloxycarbonyl)piperazin-1-yl-propan-1-one by treatment with TFA/CH2Cl2] and 6-chloronaphthalene-2-sulphonyl chloride gives the compound 1-[4-(6-chloronaphthalene-2-sulphonyl)piperazin-1-yl]-3-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenyl]propan-1-one and, after hydrogenation, 4-{3-oxo-3-[4-(6-chloronaphthalene-2-sulphonyl)piperazin-1-yl]propyl}benzamidine.

Sources & evidence

ORD record
ord-fa236e15ba3a4c44a923041a170e63e1
Source dataset
uspto-grants-2002_12
Patent number
US06492368B1

Reaction notes

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