(Tetrahydro-2H-pyran-2-ylmethyl)amine → HCID 178426420, compound

HRID 579003Notes

Reaction equation

HRID 579003 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].[O:25]1[CH2:30][CH2:29][CH2:28][CH2:27][CH:26]1[CH2:31][NH2:32]>>[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]([NH:32][CH2:31][CH:26]4[CH2:27][CH2:28][CH2:29][CH2:30][O:25]4)=[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 97924(Tetrahydro-2H-pyran-2-ylmethyl)amineHCID 178426451HCID 178426451, compound

Product 1

HCID 178426420HCID 178426420, 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 (tetrahydro-2H-pyran-2-yl)methanamine 1H NMR (400 MHz, DMSO-d6) δ ppm 1.17-1.31 (m, 2 H) 1.32-1.45 (m, 2 H) 1.77-1.91 (m, 4 H) 2.40-2.46 (m, 3 H) 3.37-3.49 (m, 1 H) 3.65-3.82 (m, 1 H) 4.58 (br. s., 1 H) 7.65 (dd, J=7.83, 1.52 Hz, 1 H) 7.73 (s, 1 H) 7.77 (d, J=7.83 Hz, 1 H) 8.16 (br. s., 1 H) 8.25-8.65 (m, 3 H) 8.80-9.01 (m, 1 H) 12.36-13.83 (m, 1 H). MS m/z [M+H]+ 418.2.

Sources & evidence

ORD record
ord-b11b9adf76cf4005ad2fc686b6476bb9
Source dataset
uspto-grants-2015_05
Patent number
US09040522B2

Reaction notes

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