HCID 117600432, compound → HCID 178422204, compound

HRID 526603Notes

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])[C:4]=1[F:25])#[N:2].[CH3:26][N:27]([CH2:34][C:35]([F:38])([F:37])[F:36])[C@H:28]1[CH2:33][CH2:32][CH2:31][NH:30][CH2:29]1>>[F:25][C:4]1[C:5]([CH3:24])=[C:6]([C:9]2[CH:10]=[N:11][N:12]([C:15]3[CH:23]=[CH:22][C:18]([C:19]([N:30]4[CH2:31][CH2:32][CH2:33][C@H:28]([N:27]([CH3:26])[CH2:34][C:35]([F:36])([F:38])[F:37])[CH2:29]4)=[O:21])=[CH:17][N:16]=3)[C:13]=2[OH:14])[CH:7]=[CH:8][C:3]=1[C:1]#[N:2]

Participants

Reactant 2

HCID 117600432HCID 117600432, compound

HCID 178422218HCID 178422218, compound

Product 1

HCID 178422204HCID 178422204, compound

Procedure

The title compound was prepared in a manner similar to Example 303 using 6-(4-(4-cyano-3-fluoro-2-methylphenyl)-5-hydroxy-1H-pyrazol-1-yl)nicotinic acid and (S)— N-methyl-N-(2,2,2-trifluoroethyl)piperidin-3-amine. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.34-1.92 (m, 4H) 2.26-2.41 (m, 4H) 2.59-2.80 (m, 2H) 2.93-3.36 (m, 3H) 3.55 (br. s., 1H) 3.75-4.19 (m, 2H) 4.36-4.54 (m, 1H) 7.55-7.68 (m, 1H) 7.71-7.78 (m, 1H) 8.53 (s, 4H). ESI-MS m/z [M+H]+ 517.3.

Sources & evidence

ORD record: ord-1d024e770e544382a80f8206ad126e61
Source dataset: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09345713B2

Reaction notes

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