HCID 15892737, compound → HCID 178462764, compound

HRID 526602Notes

Reaction equation

HRID 526602 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].[CH2:26]([N:28]1[CH2:33][CH2:32][NH:31][C@H:30]([CH3:34])[CH2:29]1)[CH3:27].C(C1C=CC(C2C=NN(C3C=CC(C(O)=O)=CN=3)C=2O)=C(C)C=1)#N>>[CH2:26]([N:28]1[CH2:33][CH2:32][N:31]([C:19]([C:18]2[CH:22]=[CH:23][C:15]([N:12]3[C:13]([OH:14])=[C:9]([C:6]4[CH:7]=[CH:8][C:3]([C:1]#[N:2])=[C:4]([F:25])[C:5]=4[CH3:24])[CH:10]=[N:11]3)=[N:16][CH:17]=2)=[O:21])[C@H:30]([CH3:34])[CH2:29]1)[CH3:27]

Participants

4

Reactant 3

HCID 15892737HCID 15892737, compoundHCID 178422218HCID 178422218, compoundHCID 178426451HCID 178426451, compound

Product 1

HCID 178462764HCID 178462764, 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 (R)-1-ethyl-3-methylpiperazine and 6-(4-(4-cyano-2-methylphenyl)-5-hydroxy-1H-pyrazol-1-yl)nicotinic acid. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.24 (t, J=7.33 Hz, 3H) 1.38 (d, J=7.07 Hz, 3H) 2.33 (d, J=2.53 Hz, 3H) 2.95-3.26 (m, 4H) 3.34-3.55 (m, 2H) 3.73-4.28 (m, 3H) 7.64 (br. s., 1H) 7.71-7.78 (m, 1H) 7.93-8.68 (m, 4H). ESI-MS m/z [M+H]+ 449.3.

Sources & evidence

ORD record
ord-ee482ca9d38849ce864f2219b7671e32
Source dataset
uspto-grants-2016_05
Patent number
US09345713B2

Reaction notes

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