Formic Acid → HCID 178426413, compound

HRID 526578Notes

Reaction equation

HRID 526578 reaction equation
[C:1]([N:5]1[CH2:10][CH2:9][NH:8][CH2:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2].[C:11]([C:13]1[CH:18]=[CH:17][C:16]([C:19]2[CH:20]=[N:21][N:22]([C:25]3[CH:33]=[CH:32][C:28]([C:29](O)=[O:30])=[CH:27][N:26]=3)[C:23]=2[OH:24])=[C:15]([CH3:34])[CH:14]=1)#[N:12].C(O)=O>>[C:1]([N:5]1[CH2:10][CH2:9][N:8]([C:29]([C:28]2[CH:32]=[CH:33][C:25]([N:22]3[C:23]([OH:24])=[C:19]([C:16]4[CH:17]=[CH:18][C:13]([C:11]#[N:12])=[CH:14][C:15]=4[CH3:34])[CH:20]=[N:21]3)=[N:26][CH:27]=2)=[O:30])[CH2:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 3

HCID 284Formic AcidHCID 35305721-Tert-butylpiperazineHCID 178426451HCID 178426451, compound

Product 1

HCID 178426413HCID 178426413, compound

Procedure

The title compound was prepared in a manner similar to Example 284 using 1-t-butyl piperazine and 6-(4-(4-cyano-2-methylphenyl)-5-hydroxy-1H-pyrazol-1-yl)nicotinic acid to give a formic acid salt (53 mg, 0.119 mmol, 76%) as a white solid. MS: 445 (M+H). 1H NMR (400 MHz, DMSO-d6) δ ppm 1.10 (s, 9H) 2.43 (s, 3H) 2.71 (br. s., 4H) 3.57 (br. s., 4H) 7.56-7.62 (m, 1H) 7.65 (s, 1H) 7.94 (d, J=8.1 Hz, 1H) 7.98-8.07 (m, 2H) 8.42 (d, J=8.6 Hz, 1H) 8.52 (d, J=1.5 Hz, 1H) 12.42 (br. s., 1H).

Sources & evidence

ORD record
ord-6345f359e89a4b9e94e83ea702d8bd70
Source dataset
uspto-grants-2016_05
Patent number
US09345713B2

Reaction notes

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