6-Methylnicotinic acid → HCID 178425860, compound

HRID 1409928Notes

Reaction equation

HRID 1409928 reaction equation
Cl.Cl.[O:3]1[C:8]2=[CH:9][CH:10]=[CH:11][C:7]2=[CH:6][C:5]([CH:12]2[CH2:17][CH2:16][CH2:15][CH2:14][N:13]2[CH2:18][CH2:19][C@H:20]2[CH2:25][CH2:24][C@H:23]([NH2:26])[CH2:22][CH2:21]2)=[CH:4]1.[CH3:27][C:28]1[CH:36]=[CH:35][C:31]([C:32](O)=[O:33])=[CH:30][N:29]=1>>[O:3]1[C:8]2=[CH:9][CH:10]=[CH:11][C:7]2=[CH:6][C:5]([CH:12]2[CH2:17][CH2:16][CH2:15][CH2:14][N:13]2[CH2:18][CH2:19][C@H:20]2[CH2:21][CH2:22][C@H:23]([NH:26][C:32](=[O:33])[C:31]3[CH:35]=[CH:36][C:28]([CH3:27])=[N:29][CH:30]=3)[CH2:24][CH2:25]2)=[CH:4]1

Participants

3

Reactant 2

HCID 1378606-Methylnicotinic acidHCID 178478713HCID 178478713, compound2×

Product 1

HCID 178425860HCID 178425860, compound

Procedure

The title compound, yellow solid (66 mg, 59%), MS (ISP) m/z=446.4 [(M+H)+], mp 203° C., was prepared in accordance with the general method of example 1 from trans-4-[2-(4-benzofuran-3-yl-piperidin-1-yl)-ethyl]-cyclohexylamine dihydrochloride (intermediate A) (100 mg, 0.25 mmol) and 6-methyl-nicotinic acid.

Sources & evidence

ORD record
ord-587ac74c9dac49ab9e0e7d5ecf44b17c
Source dataset
uspto-grants-2014_12
Patent number
US08921397B2

Reaction notes

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