2-(3-Aminopropylamino)-3-methylpyridine → 2-[N-(3-aminopropyl)-N-methylamino]-4-methylpyridine
Reaction equation
[C:1]1([N:7]([CH2:14][CH2:15][CH2:16][N:17]2C(=O)C3=CC=CC=C3C2=O)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=2)C=CC=CC=1.N[CH2:29]CCNC1C(C)=CC=CN=1>>[NH2:17][CH2:16][CH2:15][CH2:14][N:7]([C:8]1[CH:13]=[C:12]([CH3:29])[CH:11]=[CH:10][N:9]=1)[CH3:1]Participants
Procedure
Substituting 2-bromo-4-methylpyridine (25.8 g) for 2-bromo-3-methylpyridine and using the corresponding molar proportions of the other reagents in the method of Example 36(i) gave 2-(3-aminopropylamino)-4-methylpyridine (16.1 g), bp 120°-24° C.; 0.01-0.02 mm Hg. (ii) Substituting 2-(3-aminopropylamino)-4-methylpyridine (7.5 g) for 2-(3-aminopropylamino)-3-methylpyridine and using corresponding molar proportions of the other reagents in the method of Example 36(ii) gave 2-[N-(3-aminopropyl)-N-methylamino]-4-methylpyridine (3.53 g) as an oil. (iii) Substituting 2-[N-(3-aminopropyl)-N-methylamino]-4-methylpyridine (1.0 g) for 2-[N-(3-aminopropyl)-N-methyl amino]-3-methylpyridine and using corresponding molar proportions of the other reagents in method of Example 36(iii) gave 2-[3-[N-methyl-N-(4-methylpyrid-2-yl)amino] propylamino]-5-(6-methylpyrid-3-ylmethyl)pyrimid-4-one 1H2O, 0.56 g (26%) mp indeterminate (from ethanol/water).
Sources & evidence
- ORD record
- ord-b1692146e1744c13999306301c92138c
- Source dataset
- uspto-grants-1985_10
- Patent number
- US04547506
Reaction notes
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