6-Methylnicotinic acid → HCID 178425856, compound

HRID 331443Notes

Reaction equation

HRID 331443 reaction equation
Cl.Cl.[O:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[C:11]([CH:12]3[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][C@H:20]4[CH2:25][CH2:24][C@H:23]([NH2:26])[CH2:22][CH2:21]4)[CH2:14][CH2:13]3)[C:6]=2[CH2:5][CH2:4]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:7]2[CH:8]=[CH:9][CH:10]=[C:11]([CH:12]3[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][C@H:20]4[CH2:21][CH2:22][C@H:23]([NH:26][C:32](=[O:33])[C:31]5[CH:35]=[CH:36][C:28]([CH3:27])=[N:29][CH:30]=5)[CH2:24][CH2:25]4)[CH2:14][CH2:13]3)[C:6]=2[CH2:5][CH2:4]1

Participants

3

Reactant 2

HCID 1378606-Methylnicotinic acidHCID 178478710HCID 178478710, compound2×

Product 1

HCID 178425856HCID 178425856, compound

Procedure

The title compound, off-white solid (77 mg, 69%), MS (ISP) m/z=448.4 [(M+H)+], mp 202° C., was prepared in accordance with the general method of example 1 from trans-4-{2-[4-(2,3-dihydro-benzofuran-4-yl)-piperidin-1-yl]-ethyl}-cyclohexylamine dihydrochloride (intermediate B) (100 mg, 0.25 mmol) and 6-methyl-nicotinic acid.

Sources & evidence

ORD record
ord-e2c22fd05f634f5f89518b252073a584
Source dataset
uspto-grants-2014_11
Patent number
US08877778B2

Reaction notes

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