Methanesulfonyl chloride → Methanesulfonic acid 3-[1-(3,5-diethoxy-4-fluoro-benzyl)-piperidin-4-ylcarbamoyl]-5-methoxy-phenyl ester

HRID 502467Notes

Reaction equation

HRID 502467 reaction equation
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:26]=[C:27]([O:30][CH2:31][CH3:32])[C:28]=1[F:29])[CH2:7][N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15](=[O:25])[C:16]2[CH:21]=[C:20]([O:22][CH3:23])[CH:19]=[C:18]([OH:24])[CH:17]=2)[CH2:10][CH2:9]1)[CH3:2].[CH3:33][S:34](Cl)(=[O:36])=[O:35].C(N(C(C)C)C(C)C)C>C(Cl)Cl>[CH2:31]([O:30][C:27]1[CH:26]=[C:6]([CH:5]=[C:4]([O:3][CH2:1][CH3:2])[C:28]=1[F:29])[CH2:7][N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]([C:16]2[CH:17]=[C:18]([O:24][S:34]([CH3:33])(=[O:36])=[O:35])[CH:19]=[C:20]([O:22][CH3:23])[CH:21]=2)=[O:25])[CH2:10][CH2:9]1)[CH3:32]

Participants

5

Reactant 3

HCID 31297Methanesulfonyl chlorideHCID 81531DiisopropylethylamineHCID 68455428N-[1-(3,5-Diethoxy-4-fluoro-benzyl)-piperidin-4-yl]-3-hydroxy-5-methoxy-benzamide

Product 1

HCID 86609560Methanesulfonic acid 3-[1-(3,5-diethoxy-4-fluoro-benzyl)-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-(3,5-diethoxy-4-fluoro-benzyl)-piperidin-4-yl]-3-hydroxy-5-methoxy-benzamide (example 257) was reacted with methanesulfonyl chloride, N-ethyl-diisopropylamine in CH2Cl2 at rt to yield the title compound as colorless solid. MS: 525.2 (MH+).

Sources & evidence

ORD record
ord-467b26ab37094507aa5049a496ba09f4
Source dataset
uspto-grants-2010_08
Patent number
US07772253B2

Reaction notes

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