1,3-Benzodioxole-5-sulfonyl chloride → Methyl 3-(benzo[1,3]dioxol-5-sulphonyl-amino)-4-(2-chloro-5-methoxy-phenoxy)-5-[2-(tetrahydro-pyran-2-yloxy)-ethoxy]-benzoate

HRID 368751Notes

Reaction equation

HRID 368751 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([O:22][CH2:23][CH2:24][O:25][CH:26]2[CH2:31][CH2:30][CH2:29][CH2:28][O:27]2)[C:11]=1[O:12][C:13]1[CH:18]=[C:17]([O:19][CH3:20])[CH:16]=[CH:15][C:14]=1[Cl:21])[C:5]([O:7][CH3:8])=[O:6].[O:32]1[C:36]2[CH:37]=[CH:38][C:39]([S:41](Cl)(=[O:43])=[O:42])=[CH:40][C:35]=2[O:34][CH2:33]1>>[O:32]1[C:36]2[CH:37]=[CH:38][C:39]([S:41]([NH:1][C:2]3[CH:3]=[C:4]([CH:9]=[C:10]([O:22][CH2:23][CH2:24][O:25][CH:26]4[CH2:31][CH2:30][CH2:29][CH2:28][O:27]4)[C:11]=3[O:12][C:13]3[CH:18]=[C:17]([O:19][CH3:20])[CH:16]=[CH:15][C:14]=3[Cl:21])[C:5]([O:7][CH3:8])=[O:6])(=[O:42])=[O:43])=[CH:40][C:35]=2[O:34][CH2:33]1

Participants

3

Reactant 2

HCID 49134011,3-Benzodioxole-5-sulfonyl chlorideHCID 23288632Methyl 3-amino-4-(2-chloro-5-methoxy-phenoxy)-5-[2-(tetrahydro-pyran-2-yloxy)-ethoxy]-benzoate

Product 1

HCID 23288635Methyl 3-(benzo[1,3]dioxol-5-sulphonyl-amino)-4-(2-chloro-5-methoxy-phenoxy)-5-[2-(tetrahydro-pyran-2-yloxy)-ethoxy]-benzoate

Procedure

Analogously to Example 77, by condensing methyl 3-amino-4-(2-chloro-5-methoxy-phenoxy)-5-[2-(tetrahydro-pyran-2-yloxy)-ethoxy]-benzoate with benzo[1,3]dioxol-5-sulphonyl chloride there was obtained methyl 3-(benzo[1,3]dioxol-5-sulphonyl-amino)-4-(2-chloro-5-methoxy-phenoxy)-5-[2-(tetrahydro-pyran-2-yloxy)-ethoxy]-benzoate und therefrom by treatment with 5.5M HCl there was obtained methyl 3-(benzo[1,3]dioxol-5-sulphonylamino)-4-(2-chloro-5-methoxy-phenoxy)-5-(2-hydroxy-ethoxy)-benzoate.

Sources & evidence

ORD record
ord-7c7200c923074463b0b9083a7f08d61d
Source dataset
uspto-grants-2000_10
Patent number
US06133442

Reaction notes

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