Hydrochloric Acid → 3-Benzyl-5-methyl-7-piperazin-1-yl-benzofuran-2-carboxylic acid methylamide

HRID 18188Notes

Reaction equation

HRID 18188 reaction equation
COC([N:5]1[CH2:10][CH2:9][N:8]([C:11]2[C:19]3[O:18][C:17]([C:20](=[O:23])[NH:21][CH3:22])=[C:16]([CH2:24][C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=4)[C:15]=3[CH:14]=[C:13]([CH3:31])[CH:12]=2)[CH2:7][CH2:6]1)=O.C(OC([N:38]1[CH2:43][CH2:42][N:41]([C:44]2[C:52]3[O:51][C:50]([C:53](=[O:57])[N:54]([CH3:56])[CH3:55])=[C:49]([CH2:58][C:59]4[CH:64]=[CH:63][CH:62]=[CH:61][CH:60]=4)[C:48]=3[CH:47]=[C:46]([CH3:65])[CH:45]=2)[CH2:40][CH2:39]1)=O)(C)C.Cl>>[CH3:22][NH:21][C:20]([C:17]1[O:18][C:19]2[C:11]([N:8]3[CH2:7][CH2:6][NH:5][CH2:10][CH2:9]3)=[CH:12][C:13]([CH3:31])=[CH:14][C:15]=2[C:16]=1[CH2:24][C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1)=[O:23].[CH3:56][N:54]([CH3:55])[C:53]([C:50]1[O:51][C:52]2[C:44]([N:41]3[CH2:40][CH2:39][NH:38][CH2:43][CH2:42]3)=[CH:45][C:46]([CH3:65])=[CH:47][C:48]=2[C:49]=1[CH2:58][C:59]1[CH:60]=[CH:61][CH:62]=[CH:63][CH:64]=1)=[O:57]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 68584584HCID 68584584, compoundHCID 68585826HCID 68585826, compound

Product 2

HCID 249534233-Benzyl-5-methyl-7-piperazin-1-yl-benzofuran-2-carboxylic acid methylamideHCID 249534243-Benzyl-5-methyl-7-piperazin-1-yl-benzofuran-2-carboxylic acid dimethylamide

Procedure

4-(3-Benzyl-5-methyl-2-methylcarbamoyl-benzofuran-7-yl)-piperazine-1-carboxylic acid methyl ester and 4-(3-Benzyl-2-dimethylcarbamoyl-5-methyl-benzofuran-7-yl)-piperazine-1-carboxylic acid isopropyl ester were each separately treated with ethanolic HCl, following the procedure of step 4 of Example 2, to provide 3-benzyl-5-methyl-7-piperazin-1-yl-benzofuran-2-carboxylic acid methylamide ((M+H)+ 364) and 3-benzyl-5-methyl-7-piperazin-1-yl-benzofuran-2-carboxylic acid dimethylamide ((M+H)+ 378) respectively.

Sources & evidence

ORD record
ord-2ea7fe100c824120afc52baab8fcfc02
Source dataset
uspto-grants-2010_06
Patent number
US07741326B2

Reaction notes

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