Methanesulfonyl chloride → HCID 12848778, compound

HRID 1702939Notes

Reaction equation

HRID 1702939 reaction equation
[CH:1]1([N:7]2[CH2:11][CH2:10][CH:9]([NH:12][C:13](=[O:23])[C:14]3[CH:19]=[C:18]([NH2:20])[CH:17]=[CH:16][C:15]=3[O:21][CH3:22])[CH2:8]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:24][S:25](Cl)(=[O:27])=[O:26]>N1C=CC=CC=1>[CH:1]1([N:7]2[CH2:11][CH2:10][CH:9]([NH:12][C:13](=[O:23])[C:14]3[CH:19]=[C:18]([NH:20][S:25]([CH3:24])(=[O:27])=[O:26])[CH:17]=[CH:16][C:15]=3[O:21][CH3:22])[CH2:8]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 20470968HCID 20470968, compound

Product 1

HCID 12848778HCID 12848778, compoundYield 68.7%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of N-(1-cyclohexyl-3-pyrrolidinyl)-2-methoxy-5-aminobenzamide (1.0 g) in dry pyridine (5 ml), methanesulfonyl chloride (308 mg) is added with ice cooling, and the reaction mixture is stirred at room temperature for 20 minutes. The reaction mixture is worked up as in Example 1 to give N-(1-cyclohexyl-3-pyrrolidinyl)-2-methoxy-5-methanesulfonamidobenzamide (731 mg) as crystals melting at 170° to 171.5° C.

Sources & evidence

ORD record
ord-f8e89d40c5124992b511a96fbd1c76c5
Source dataset
uspto-grants-1982_09
Patent number
US04350635

Reaction notes

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