4-Methoxypiperidine hydrochloride → HCID 178493261, compound

HRID 579059Notes

Reaction equation

HRID 579059 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:10]=[N:11][N:12]([C:15]3[CH:23]=[CH:22][C:18]([C:19]([OH:21])=O)=[CH:17][N:16]=3)[C:13]=2[OH:14])=[C:5]([CH3:24])[CH:4]=1)#[N:2].Cl.[CH3:26][O:27][CH:28]1[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]1>>[OH:14][C:13]1[N:12]([C:15]2[CH:23]=[CH:22][C:18]([C:19]([N:31]3[CH2:32][CH2:33][CH:28]([O:27][CH3:26])[CH2:29][CH2:30]3)=[O:21])=[CH:17][N:16]=2)[N:11]=[CH:10][C:9]=1[C:6]1[CH:7]=[CH:8][C:3]([C:1]#[N:2])=[CH:4][C:5]=1[CH3:24]

Participants

3

Reactant 2

HCID 115428134-Methoxypiperidine hydrochlorideHCID 178426451HCID 178426451, compound

Product 1

HCID 178493261HCID 178493261, compound

Procedure

The title compound was prepared in a manner similar to Example 227 using 6-(4-(4-cyano-2-methylphenyl)-5-hydroxy-1H-pyrazol-1-yl)nicotinic acid and 4-methoxypiperidine hydrochloride. 1H NMR (400 MHz, DMSO-d6) δ 1.14-1.32 (m, 3 H) 1.63-1.93 (m, 5 H) 1.96-2.10 (m, 2 H) 2.44 (s, 3 H) 3.22 (t, J=6.3 Hz, 2 H) 7.67 (d, J=7.6 Hz, 1 H) 7.74 (s, 1 H) 7.81 (br. s., 1 H) 8.25 (br. s., 1 H) 8.43 (br. s., 1 H) 8.57 (br. s., 1 H) 8.78 (br. s., 1 H) 8.91-8.94 (m, 1 H) 13.25 (br. s., 1 H). MS m/z [M+H]+ 418.4.

Sources & evidence

ORD record
ord-aae715932c7945babc8d4de806d3c0ca
Source dataset
uspto-grants-2015_05
Patent number
US09040522B2

Reaction notes

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