HCID 117601231, compound → HCID 178426395, compound

HRID 526634Notes

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].Cl.Cl.[N:27]1([C@H:32]2[CH2:37][CH2:36][CH2:35][NH:34][CH2:33]2)[CH2:31][CH2:30][CH2:29][CH2:28]1>>[OH:14][C:13]1[N:12]([C:15]2[CH:23]=[CH:22][C:18]([C:19]([N:34]3[CH2:35][CH2:36][CH2:37][C@H:32]([N:27]4[CH2:28][CH2:29][CH2:30][CH2:31]4)[CH2:33]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

Reactant 2

HCID 117601231HCID 117601231, compound

HCID 178426451HCID 178426451, compound

Product 1

HCID 178426395HCID 178426395, 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 (S)-3-(pyrrolidin-1-yl)piperidine dihydrochloride. 1H NMR (500 MHz, DMSO-d6) δ ppm 1.42-1.55 (m, 1H) 1.61 (d, J=9.76 Hz, 1H) 1.77 (br. s., 5H) 2.06 (d, J=8.79 Hz, 1H) 2.42 (s, 3H) 2.77 (br. s., 2H) 2.87-3.09 (m, 2H) 3.12-3.24 (m, 2H) 3.33 (br. s., 1H) 3.47-3.92 (m, 1H) 3.93-4.48 (m, 1H) 7.53 (dd, J=8.30, 1.95 Hz, 1H) 7.58 (s, 1H) 7.90-7.95 (m, 2H) 8.08 (d, J=7.81 Hz, 1H) 8.46-8.51 (m, 2H); ESI-MS m/z [M+H]+ 457.3.

Sources & evidence

ORD record: ord-5683ac37a43f4d52b9dc4665824516c9
Source dataset: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09345713B2

Reaction notes

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