2-Bromo-2'-acetonaphthone → HCID 70001870, compound

HRID 1871386Notes

Reaction equation

HRID 1871386 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[CH2:23][C:24]([C:26]1[CH:35]=[CH:34][C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH:27]=1)=[O:25].COC1C=C(C2[C@H]3[C@H](CCCC3)C(=O)N(C)N=2)C=CC=1OC>>[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])[N:13]([CH2:23][C:24]([C:26]3[CH:35]=[CH:34][C:33]4[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=4)[CH:27]=3)=[O:25])[N:12]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

4

Reactant 3

HCID 691792-Bromo-2'-acetonaphthoneHCID 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 70001870HCID 70001870, compound

Procedure

Prepared from compound 1 and α-bromo-2'-acetonaphthone as described for compound 8. Purified by chromatography [ethyl acetate: petroleum ether (60°-80° C.)/1:3]. Crystallized from methanol at -20° C. M.p. 89°-90° C.

Workup

  1. customPurified by chromatography [ethyl acetate: petroleum ether (60°-80° C.)/1:3]
  2. customCrystallized from methanol at -20° C

Sources & evidence

ORD record
ord-dd806604661747e6b49179323daaa819
Source dataset
uspto-grants-2000_08
Patent number
US06103718

Reaction notes

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