Ammonia → 6-Amino-4-[[3-(dimethylamino)propyl]amino]-2-methyl-5-nitropyridine-3-carboxylic acid, ethyl ester, hydrochloride
Reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([CH3:8])[C:5]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[C:4]([NH:14][CH2:15][CH2:16][CH2:17][N:18]([CH3:20])[CH3:19])[C:3]=1[N+:21]([O-:23])=[O:22].[NH3:24]>>[ClH:1].[NH2:24][C:2]1[N:7]=[C:6]([CH3:8])[C:5]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[C:4]([NH:14][CH2:15][CH2:16][CH2:17][N:18]([CH3:20])[CH3:19])[C:3]=1[N+:21]([O-:23])=[O:22]Participants
3
Procedure
6-Chloro-4-[[3-(dimethylamino)propyl]amino]-2-methyl-5-nitropyridine-3-carboxylic acid, ethyl ester is treated with ammonia according to the procedure of Example 1 c and 6-amino-4-[[3-(dimethylamino)propyl]amino]-2-methyl-5-nitropyridine-3-carboxylic acid, ethyl ester, hydrochloride is obtained, m.p. 182° (dec.), (methanol). The aqueous solution of this hydrochloride is made alkaline with sodium hydroxide and extracted with ether to obtain the free base, m.p. 52°-53° (methanol).
Sources & evidence
- ORD record
- ord-f49bed07942840d5af2c18b777a7aaf4
- Source dataset
- uspto-grants-1976_10
- Patent number
- US03984412
Reaction notes
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