4-(Pyrrolidin-3-yl)morpholine → HCID 178426401, compound

HRID 579118Notes

Reaction equation

HRID 579118 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](O)=[O:20])=[CH:17][N:16]=3)[C:13]=2[OH:14])=[C:5]([CH3:24])[CH:4]=1)#[N:2].[NH:25]1[CH2:29][CH2:28][CH:27]([N:30]2[CH2:35][CH2:34][O:33][CH2:32][CH2:31]2)[CH2:26]1>>[OH:14][C:13]1[N:12]([C:15]2[CH:23]=[CH:22][C:18]([C:19]([N:25]3[CH2:29][CH2:28][CH:27]([N:30]4[CH2:31][CH2:32][O:33][CH2:34][CH2:35]4)[CH2:26]3)=[O:20])=[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 146273734-(Pyrrolidin-3-yl)morpholineHCID 178426451HCID 178426451, compound

Product 1

HCID 178426401HCID 178426401, 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 4-(pyrrolidin-3-yl)morpholine to give the title compound. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.68-1.84 (m, 1 H) 2.04-2.20 (m, 1 H) 2.29-2.39 (m, 1 H) 2.39-2.48 (m, 5 H) 2.77-2.97 (m, 1 H) 3.24-3.35 (m, 1 H) 3.37-3.84 (m, 8 H) 7.65 (dd, J=8.08, 1.52 Hz, 1 H) 7.72 (s, 1 H) 7.78 (d, J=7.83 Hz, 1 H) 8.13 (s, 1 H) 8.19 (td, J=5.49, 2.40 Hz, 1 H) 8.36 (br. s., 1 H) 8.65 (s, 1H) 13.03 (br. s., 1 H); ESI-MS m/z [M+H]+ 459.2.

Sources & evidence

ORD record
ord-0f9be9394372463a8d07543d909b3179
Source dataset
uspto-grants-2015_05
Patent number
US09040522B2

Reaction notes

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