Methanesulfonyl chloride → Methanesulfonic acid 3-[1-(2,6-diethoxy-4'-fluoro-biphenyl-4-ylmethyl)-piperidin-4-ylcarbamoyl]-5-methoxy-phenyl ester

HRID 502469Notes

Reaction equation

HRID 502469 reaction equation
[CH2:1]([O:3][C:4]1[CH:9]=[C:8]([CH2:10][N:11]2[CH2:16][CH2:15][CH:14]([NH:17][C:18](=[O:28])[C:19]3[CH:24]=[C:23]([O:25][CH3:26])[CH:22]=[C:21]([OH:27])[CH:20]=3)[CH2:13][CH2:12]2)[CH:7]=[C:6]([O:29][CH2:30][CH3:31])[C:5]=1[C:32]1[CH:37]=[CH:36][C:35]([F:38])=[CH:34][CH:33]=1)[CH3:2].[CH3:39][S:40](Cl)(=[O:42])=[O:41].C(N(C(C)C)C(C)C)C>C(Cl)Cl>[CH2:1]([O:3][C:4]1[CH:9]=[C:8]([CH2:10][N:11]2[CH2:16][CH2:15][CH:14]([NH:17][C:18]([C:19]3[CH:20]=[C:21]([O:27][S:40]([CH3:39])(=[O:42])=[O:41])[CH:22]=[C:23]([O:25][CH3:26])[CH:24]=3)=[O:28])[CH2:13][CH2:12]2)[CH:7]=[C:6]([O:29][CH2:30][CH3:31])[C:5]=1[C:32]1[CH:37]=[CH:36][C:35]([F:38])=[CH:34][CH:33]=1)[CH3:2]

Participants

5

Reactant 3

HCID 31297Methanesulfonyl chlorideHCID 81531DiisopropylethylamineHCID 68455814N-[1-(2,6-Diethoxy-4'-fluoro-biphenyl-4-ylmethyl)-piperidin-4-yl]-3-hydroxy-5-methoxy-benzamide

Product 1

HCID 86609562Methanesulfonic acid 3-[1-(2,6-diethoxy-4'-fluoro-biphenyl-4-ylmethyl)-piperidin-4-ylcarbamoyl]-5-methoxy-phenyl ester

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In analogy to the procedure described in example 72a), N-[1-(2,6-diethoxy-4′-fluoro-biphenyl-4-ylmethyl)-piperidin-4-yl]-3-hydroxy-5-methoxy-benzamide (example 259) was reacted with methanesulfonyl chloride, N-ethyl-diisopropylamine in CH2Cl2 at rt to yield the title compound as colorless solid. MS: 601.3 (MH+).

Sources & evidence

ORD record
ord-f7ed8a18aad741a08e732148e99795ef
Source dataset
uspto-grants-2010_08
Patent number
US07772253B2

Reaction notes

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