Methanol → HCID 69421833, compound

HRID 1349840Notes

Reaction equation

HRID 1349840 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14](C#N)[CH:15]=3)[N:10](C3CCCCO3)[N:9]=2)[CH:5]=[CH:6][CH:7]=1.[N:25]1[CH:30]=[CH:29][CH:28]=[C:27]([C:31](Cl)=[O:32])[CH:26]=1.[CH3:34][OH:35]>O1CCCC1.CN(C)C=O.ClCCl>[C:26]([CH:27]1[CH2:31][O:32][CH:30]([N:10]2[C:11]3[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=3)[C:8]([C:4]3[CH:3]=[C:2]([NH:1][C:34](=[O:35])[CH2:3][CH:4]([CH3:8])[CH3:5])[CH:7]=[CH:6][CH:5]=3)=[N:9]2)[CH2:29][CH2:28]1)#[N:25]

Participants

7

Reactant 3

HCID 887MethanolHCID 82604Nicotinoyl chlorideHCID 22480146HCID 22480146, compound

Product 1

HCID 69421833HCID 69421833, compoundYield 47%

Reagents, catalysts & solvents 3

HCID 6228DimethylformamideSolventHCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent

Procedure

The title compound was prepared according to the procedure described in Example 330 A, using 3-(3-aminophenyl)-1-perhydro-2H-pyran-2-yl-1H-indazole-5-carbonitrile (1.0 g, 3.0 mmol), and pyridine-3-carbonyl chloride (1.07 g, 6.0 mmol) in 30 mL of tetrahydrofuran and 1 mL of dimethyl formamide. The product was isolated as an off-white solid after column chromatography (2.5–5% methanol in dichloromethane) (0.600 g, 47% yield):); ES-MS (m/z) 424 [M+H]+.

Sources & evidence

ORD record
ord-72d6e6c7146240deb0a11c3fd7f77579
Source dataset
uspto-grants-2007_05
Patent number
US07211594B2

Reaction notes

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