cis-4-(3,4-Dimethoxyphenyl)-4a,5,8,8a-tetrahydro-2H-phthalazin-1-one → (cis)-2-(4-Propyl-butyl)-4-(3,4-dimethoxyphenyl)-4a,5,8,8a-tetrahydro-2H-phthalazin-1-one

HRID 1871371Notes

Reaction equation

HRID 1871371 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[C@H:20]3[C@H:15]([CH2:16][CH:17]=[CH:18][CH2:19]3)[C:14](=[O:21])[NH:13][N:12]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[CH3:22][CH2:23][CH2:24][CH:25](NN)[CH2:26][CH2:27][CH3:28].COC1C=C(C2[C@H]3[C@H](CCCC3)C(=O)N(C)N=2)C=CC=1OC>>[CH2:24]([CH2:25][CH2:26][CH2:27][CH2:28][N:13]1[N:12]=[C:11]([C:5]2[CH:6]=[CH:7][C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=2)[C@H:20]2[C@H:15]([CH2:16][CH:17]=[CH:18][CH2:19]2)[C:14]1=[O:21])[CH2:23][CH3:22]

Participants

4

Reactant 3

HCID 10935039cis-4-(3,4-Dimethoxyphenyl)-4a,5,8,8a-tetrahydro-2H-phthalazin-1-oneHCID 19367998(Heptan-4-yl)hydrazineHCID 70003942(cis)-4-(3,4-Dimethoxyphenyl)-2-methyl-4a,5,6,7,8,8a-hexahydro-2H-phthalazin-1-one

Product 1

HCID 70003479(cis)-2-(4-Propyl-butyl)-4-(3,4-dimethoxyphenyl)-4a,5,8,8a-tetrahydro-2H-phthalazin-1-one

Procedure

Prepared from compound 3 and 4-heptylhydrazine as described for compound 8. Purified by chromatography and crystallized from petroleum ether (60-80° C.) M.p. 71-73° C.

Workup

  1. customPurified by chromatography
  2. customcrystallized from petroleum ether (60-80° C.) M.p. 71-73° C.

Sources & evidence

ORD record
ord-38ca16b945714725a73995c97a13620b
Source dataset
uspto-grants-2000_08
Patent number
US06103718

Reaction notes

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