2,3-Diamino-5-(2-methylpropyl)pyridine → 2,3-Diamino-5-(2-methylpropyl)pyridine

HRID 722036Notes

Reaction equation

HRID 722036 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([CH2:9][CH2:10][C:11]([OH:13])=[O:12])[CH:4]=1.[NH2:14][C:15]1[C:20]([NH2:21])=[CH:19][C:18]([CH2:22][CH:23]([CH3:25])[CH3:24])=[CH:17][N:16]=1>ClCCl.CO>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([CH2:9][CH2:10][C:11]([OH:13])=[O:12])[CH:4]=1.[NH2:14][C:15]1[C:20]([NH2:21])=[CH:19][C:18]([CH2:22][CH:23]([CH3:25])[CH3:24])=[CH:17][N:16]=1.[CH3:1][O:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([CH2:9][CH2:10][C:11]2[NH:14][C:15]3=[N:16][CH:17]=[C:18]([CH2:22][CH:23]([CH3:24])[CH3:25])[CH:19]=[C:20]3[N:21]=2)[CH:4]=1

Participants

6

Reactant 2

HCID 218827102,3-Diamino-5-(2-methylpropyl)pyridineHCID 21882727HCID 21882727, compound

Product 3

HCID 218827102,3-Diamino-5-(2-methylpropyl)pyridineHCID 21882727HCID 21882727, compoundHCID 178493172HCID 178493172, compound

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

Similarly to Example 1, 0.37 g of 3-(4-methoxypyridin-2-yl)propionic acid (starting material A1), 0.49 g of 2,3-diamino-5-(2-methylpropyl)pyridine (starting material D1) and 5 g of PPA (5 hours at 140° C. and chromatography using dichloromethane/methanol 30:1) give 0.151 g of the title compound of m.p. 111–113° C. The mass spectrum shows the molecular peak MH+ at 311.3 Da.

Sources & evidence

ORD record
ord-2e98196c7d8f4a6d99183244bc11e76a
Source dataset
uspto-grants-2006_11
Patent number
US07138399B2

Reaction notes

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