3,4-Dichlorobenzoic acid → N-methyl-N-[2-(3-hydroxy-1-pyrrolidinyl)cyclohexyl]-3,4-dichlorobenzamide

HRID 261890Notes

Reaction equation

HRID 261890 reaction equation
[OH:1][CH:2]1[CH2:6][CH2:5][N:4]([CH:7]2[CH2:12][CH2:11][CH2:10][CH2:9][CH:8]2[NH2:13])[CH2:3]1.[C:14](N1C=CN=C1)(N1C=CN=C1)=O.[Cl:26][C:27]1[CH:28]=[C:29]([CH:33]=[CH:34][C:35]=1[Cl:36])[C:30](O)=[O:31]>>[CH3:14][N:13]([CH:8]1[CH2:9][CH2:10][CH2:11][CH2:12][CH:7]1[N:4]1[CH2:5][CH2:6][CH:2]([OH:1])[CH2:3]1)[C:30](=[O:31])[C:29]1[CH:33]=[CH:34][C:35]([Cl:36])=[C:27]([Cl:26])[CH:28]=1

Participants

4

Reactant 3

HCID 58173,4-Dichlorobenzoic acidHCID 682631,1'-CarbonyldiimidazoleHCID 629417292-(3-Hydroxy-1-pyrrolidinyl)cyclohexylamine

Product 1

HCID 23349811N-methyl-N-[2-(3-hydroxy-1-pyrrolidinyl)cyclohexyl]-3,4-dichlorobenzamide

Procedure

Following the procedure of Example 1a, using trans-N-methyl-N-[2-(3-hydroxy-1-pyrrolidinyl)cyclohexylamine, carbonyldiimidazole] and 3,4-dichlorobenzoic acid there is obtained N-methyl-N-[2-(3-hydroxy-1-pyrrolidinyl)cyclohexyl]-3,4-dichlorobenzamide.

Sources & evidence

ORD record
ord-4588e6aa34e34c93a7fcf532860d1da3
Source dataset
uspto-grants-1979_05
Patent number
US04152459

Reaction notes

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