1-(1-Isopropylpyrrolidin-3-yl)-N-methylmethanamine → HCID 178426432, compound

HRID 579123Notes

Reaction equation

HRID 579123 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].[CH:25]([N:28]1[CH2:32][CH2:31][CH:30]([CH2:33][NH:34][CH3:35])[CH2:29]1)([CH3:27])[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:34]([CH2:33][CH:30]4[CH2:31][CH2:32][N:28]([CH:25]([CH3:27])[CH3:26])[CH2:29]4)[CH3:35])=[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 179990881-(1-Isopropylpyrrolidin-3-yl)-N-methylmethanamineHCID 178426451HCID 178426451, compound

Product 1

HCID 178426432HCID 178426432, 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-isopropylpyrrolidin-3-yl)-N-methylmethanamine 1H NMR (400 MHz, DMSO-d6) δ ppm 1.21 (br. s., 5 H) 2.09 (br. s., 1 H) 2.42 (s, 3 H) 2.60-2.78 (m, 1 H) 2.90-3.09 (m, 4 H) 3.09-3.44 (m, 5 H) 7.44 (d, J=8.49 Hz, 1 H) 7.47 (s, 1 H) 7.76-7.80 (m, 1 H) 7.85 (d, J=7.33 Hz, 1 H) 8.30 (d, J=8.34 Hz, 1 H) 8.45 (br. s., 1 H) 8.55 (d, J=8.59 Hz, 1 H); ESI-MS m/z [M+H]+ 459.2.

Sources & evidence

ORD record
ord-d871e3a0116445119b6207ca8a6892cb
Source dataset
uspto-grants-2015_05
Patent number
US09040522B2

Reaction notes

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