4-(Tetrahydropyran-4-yloxymethyl)-benzenesulfonyl chloride → N-[1-(4-Amino-thieno[3,2-c]pyridin-2-ylmethyl)-2-(4-methyl-piperidin-1-yl)-2-oxo-ethyl]-4-(tetrahydropyran-4-yloxymethyl)-benzenesulfonamide

HRID 636938Notes

Reaction equation

HRID 636938 reaction equation
[O:1]1[CH2:6][CH2:5][CH:4]([O:7][CH2:8][C:9]2[CH:14]=[CH:13][C:12]([S:15](Cl)(=[O:17])=[O:16])=[CH:11][CH:10]=2)[CH2:3][CH2:2]1.[NH2:19][C:20]1[C:25]2[CH:26]=[C:27]([CH2:29][CH:30]([NH:40]S(C3C=CC(OC4CCOCC4)=CC=3)(=O)=O)[C:31]([N:33]3[CH2:38][CH2:37][CH:36]([CH3:39])[CH2:35][CH2:34]3)=[O:32])[S:28][C:24]=2[CH:23]=[CH:22][N:21]=1>>[NH2:19][C:20]1[C:25]2[CH:26]=[C:27]([CH2:29][CH:30]([NH:40][S:15]([C:12]3[CH:13]=[CH:14][C:9]([CH2:8][O:7][CH:4]4[CH2:5][CH2:6][O:1][CH2:2][CH2:3]4)=[CH:10][CH:11]=3)(=[O:17])=[O:16])[C:31]([N:33]3[CH2:34][CH2:35][CH:36]([CH3:39])[CH2:37][CH2:38]3)=[O:32])[S:28][C:24]=2[CH:23]=[CH:22][N:21]=1

Participants

3

Reactant 2

HCID 226656724-(Tetrahydropyran-4-yloxymethyl)-benzenesulfonyl chlorideHCID 22665795N-[1-(4-Amino-thieno[3,2-c]pyridin-2-ylmethyl)-2-(4-methyl-piperidin-1-yl)-2-oxo-ethyl]-4-(tetrahydropyran-4-yloxy)-benzenesulfonamide

Product 1

HCID 22665794N-[1-(4-Amino-thieno[3,2-c]pyridin-2-ylmethyl)-2-(4-methyl-piperidin-1-yl)-2-oxo-ethyl]-4-(tetrahydropyran-4-yloxymethyl)-benzenesulfonamide

Procedure

This compound was prepared from 218 mg of 4-(tetrahydropyran-4-yloxymethyl)-benzene-sulfonyl chloride and 210 mg (0.5 mmol) 30a using the procedure described for 58c. Yield: 100 mg, m.p. 124-128° C., (+)-FAB-MS: 573 (MH+).

Sources & evidence

ORD record
ord-22ccf9638a554479baa669d452261a64
Source dataset
uspto-grants-2001_02
Patent number
US06194409B1

Reaction notes

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