3-Chloro-N,N-dimethyl-1-propanamine → 9-fluoro-2-[4-(3-dimethylaminopropoxy)phenyl]-4,4a,5,6-tetrahydrobenzo[h]cinnolin-3(2H)-one

HRID 727790Notes

Reaction equation

HRID 727790 reaction equation
[F:1][C:2]1[CH:23]=[CH:22][C:5]2[CH2:6][CH2:7][CH:8]3[C:13]([C:4]=2[CH:3]=1)=[N:12][N:11]([C:14]1[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=1)[C:10](=[O:21])[CH2:9]3.[CH3:24][N:25]([CH3:30])[CH2:26][CH2:27][CH2:28]Cl>>[F:1][C:2]1[CH:23]=[CH:22][C:5]2[CH2:6][CH2:7][CH:8]3[C:13]([C:4]=2[CH:3]=1)=[N:12][N:11]([C:14]1[CH:19]=[CH:18][C:17]([O:20][CH2:28][CH2:27][CH2:26][N:25]([CH3:30])[CH3:24])=[CH:16][CH:15]=1)[C:10](=[O:21])[CH2:9]3

Participants

3

Reactant 2

HCID 669603-Chloro-N,N-dimethyl-1-propanamineHCID 149869819-fluoro-2-(4-hydroxyphenyl)-4,4a,5,6-tetrahydrobenzo[h]cinnolin-3(2H)-one

Product 1

HCID 149869969-fluoro-2-[4-(3-dimethylaminopropoxy)phenyl]-4,4a,5,6-tetrahydrobenzo[h]cinnolin-3(2H)-one

Procedure

By conducting reactions and treatments in the same manner as in Example 1 using 9-fluoro-2-(4-hydroxyphenyl)-4,4a,5,6-tetrahydrobenzo[h]cinnolin-3(2H)-one and 3-dimethylaminopropyl chloride, there is obtained 9-fluoro-2-[4-(3-dimethylaminopropoxy)phenyl]-4,4a,5,6-tetrahydrobenzo[h]cinnolin-3(2H)-one, m.p. 118°-120° C.

Sources & evidence

ORD record
ord-3f4d033e841742629ef64c69722bb869
Source dataset
uspto-grants-1991_09
Patent number
US05045541

Reaction notes

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