Formic Acid → HCID 178426411, compound

HRID 526577Notes

Reaction equation

HRID 526577 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[C:8]([C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:17]=[N:18][N:19]([C:22]3[CH:30]=[CH:29][C:25]([C:26]([OH:28])=O)=[CH:24][N:23]=3)[C:20]=2[OH:21])=[C:12]([CH3:31])[CH:11]=1)#[N:9].C(O)=O>>[OH:21][C:20]1[N:19]([C:22]2[CH:30]=[CH:29][C:25]([C:26]([N:5]3[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]3)=[O:28])=[CH:24][N:23]=2)[N:18]=[CH:17][C:16]=1[C:13]1[CH:14]=[CH:15][C:10]([C:8]#[N:9])=[CH:11][C:12]=1[CH3:31]

Participants

4

Reactant 3

HCID 284Formic AcidHCID 531671-MethylpiperazineHCID 178426451HCID 178426451, compound

Product 1

HCID 178426411HCID 178426411, compound

Procedure

The title compound was prepared in a manner similar to Example 284 using 1-methylpiperazine and 6-(4-(4-cyano-2-methylphenyl)-5-hydroxy-1H-pyrazol-1-yl)nicotinic acid to give a formic acid salt (22 mg, 0.055 mmol, 43.8%) as a white solid. MS: 403 (M+H). 1H NMR (400 MHz, DMSO-d6) δ ppm 2.32 (s, 3H) 2.43 (s, 3H) 3.28-3.70 (m, 8H) 7.62 (d, J=8.1 Hz, 1H) 7.68 (s, 1H) 7.90 (d, J=8.1 Hz, 1H) 8.02 (dd, J=8.6, 2.3 Hz, 1H) 8.08 (s, 1H) 8.43 (d, J=8.6 Hz, 1H) 8.52 (d, J=2.0 Hz, 1H) 12.74 (br. s., 1H).

Sources & evidence

ORD record
ord-dd9f7e4f37ec423a955b6f7b2a365549
Source dataset
uspto-grants-2016_05
Patent number
US09345713B2

Reaction notes

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