3-Chloro-N,N-dimethyl-1-propanamine → 4-[3'-(3-Dimethylaminopropoxy)anilino]-6-(3'-methylanilino)pyrimidine

HRID 1417996Notes

Reaction equation

HRID 1417996 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:20]=[CH:21][CH:22]=1)[NH:5][C:6]1[CH:11]=[C:10]([NH:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([CH3:19])[CH:14]=2)[N:9]=[CH:8][N:7]=1.[CH3:23][N:24]([CH3:29])[CH2:25][CH2:26][CH2:27]Cl>>[CH3:23][N:24]([CH3:29])[CH2:25][CH2:26][CH2:27][O:1][C:2]1[CH:3]=[C:4]([CH:20]=[CH:21][CH:22]=1)[NH:5][C:6]1[CH:11]=[C:10]([NH:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([CH3:19])[CH:14]=2)[N:9]=[CH:8][N:7]=1

Participants

3

Reactant 2

HCID 669603-Chloro-N,N-dimethyl-1-propanamineHCID 54524025HCID 54524025, compound

Product 1

HCID 701875494-[3'-(3-Dimethylaminopropoxy)anilino]-6-(3'-methylanilino)pyrimidineYield 16%

Procedure

Using an analogous procedure to that described in Example 27, 4-(3'-hydroxyanilino)-6-(3'-methylanilino)pyrimidine (0.5 g) was reacted with 3-dimethylaminopropyl chloride to give 4-[3'-(3-dimethylaminopropoxy)anilino]-6-(3'-methylanilino)pyrimidine in 16% yield, m.p. 142°-144° C.;

Sources & evidence

ORD record
ord-fe87c7e40ae94bd1ac9ea562fa9c75fe
Source dataset
uspto-grants-1999_03
Patent number
US05880130

Reaction notes

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