2-Bromopropane → (cis)-2-isopropyl-4-(3,4-dimethoxyphenyl)-4a,5,6,7,8,8a-hexahydro-2H-phthalazin-1-one

HRID 1871370Notes

Reaction equation

HRID 1871370 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][CH2:17][CH2:18][CH2:19]3)[C:14](=[O:21])[NH:13][N:12]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].Br[CH:23]([CH3:25])[CH3:24].COC1C=C(C2[C@H]3[C@H](CCCC3)C(=O)N(C)N=2)C=CC=1OC>>[CH:23]([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][CH2:17][CH2:18][CH2:19]2)[C:14]1=[O:21])([CH3:25])[CH3:24]

Participants

4

Reactant 3

HCID 63582-BromopropaneHCID 10913208(cis)-4-(3,4-Dimethoxyphenyl)-4a,5,6,7,8,8a-hexahydro-2H-phthalazin-1-oneHCID 70003942(cis)-4-(3,4-Dimethoxyphenyl)-2-methyl-4a,5,6,7,8,8a-hexahydro-2H-phthalazin-1-one

Product 1

HCID 70002414(cis)-2-isopropyl-4-(3,4-dimethoxyphenyl)-4a,5,6,7,8,8a-hexahydro-2H-phthalazin-1-one

Procedure

Prepared from compound 1 and 2-bromopropane as described for compound 8. Purified by chromatography (dichloromethane). Crystallized from diethyl ether/petroleum ether (60-95° C.). M.p. 79-81° C.

Workup

  1. customPurified by chromatography (dichloromethane)
  2. customCrystallized from diethyl ether/petroleum ether (60-95° C.)

Sources & evidence

ORD record
ord-af068ee46c9443d5b97a95cf0eff0744
Source dataset
uspto-grants-2000_08
Patent number
US06103718

Reaction notes

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