1-(1-Ethylpyrrolidin-2-yl)-N-methylmethanamine → HCID 178462523, compound

HRID 579119Notes

Reaction equation

HRID 579119 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].[CH2:25]([N:27]1[CH2:31][CH2:30][CH2:29][CH:28]1[CH2:32][NH:33][CH3:34])[CH3:26]>>[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]([N:33]([CH2:32][CH:28]4[CH2:29][CH2:30][CH2:31][N:27]4[CH2:25][CH3:26])[CH3:34])=[O:21])=[CH:17][N:16]=3)[C:13]=2[OH:14])=[C:5]([CH3:24])[CH:4]=1)#[N:2]

Participants

3

Reactant 2

HCID 27627181-(1-Ethylpyrrolidin-2-yl)-N-methylmethanamineHCID 178426451HCID 178426451, compound

Product 1

HCID 178462523HCID 178462523, compound

Procedure

The title compound was prepared in a manner similar to Example 112 using 6-(4-(4-cyano-2-methylphenyl)-5-hydroxy-1H-pyrazol-1-yl)nicotinic acid and 1-(1-ethylpyrrolidin-2-yl)-N-methylmethanamine 1H NMR (400 MHz, DMSO-d6) δ ppm 0.92-1.36 (m, 3 H) 1.60-1.96 (m, 2 H) 2.11 (br. s., 1 H) 2.43 (s, 3 H) 2.60-2.95 (m, 2 H) 3.06 (br. s., 3 H) 3.12-3.58 (m, 5 H) 3.58-3.84 (m, 1 H) 7.54 (d, J=8.08 Hz, 1 H) 7.59 (s, 1 H) 7.93 (s, 1 H) 7.98 (dd, J=8.72, 2.15 Hz, 1 H) 8.07 (br. s., 1 H) 8.48 (d, J=8.08 Hz, 1 H) 8.50-8.54 (m, 1 H); ESI-MS m/z [M+H]+ 445.2.

Sources & evidence

ORD record
ord-8f0069f30539426c9b5c3e905689ac55
Source dataset
uspto-grants-2015_05
Patent number
US09040522B2

Reaction notes

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