Sodium ethoxide → HCID 70002958, compound

HRID 1871430Notes

Reaction equation

HRID 1871430 reaction equation
COC1C=C(C2[C@H]3[C@H](CCCC3)C(=O)NN=2)C=CC=1OC.BrC([C:25]1[C:33]2[N:32]=[N:31][NH:30][C:29]=2[CH:28]=[CH:27][CH:26]=1)C.[CH2:34]([N:41]1[N:50]=[C:49]([C:51]2[CH:56]=[CH:55][C:54]([O:57][CH3:58])=[C:53]([O:59][CH3:60])[CH:52]=2)[C@H:48]2[C@H:43]([CH2:44][CH2:45][CH2:46][CH2:47]2)[C:42]1=[O:61])C1C=CC=CC=1.C([O-])C.[Na+]>>[N:30]1([CH2:34][N:41]2[N:50]=[C:49]([C:51]3[CH:56]=[CH:55][C:54]([O:57][CH3:58])=[C:53]([O:59][CH3:60])[CH:52]=3)[C@H:48]3[C@H:43]([CH2:44][CH2:45][CH2:46][CH2:47]3)[C:42]2=[O:61])[C:29]2[CH:28]=[CH:27][CH:26]=[CH:25][C:33]=2[N:32]=[N:31]1

Participants

5

Reactant 4

HCID 2723922Sodium ethoxideHCID 10913208(cis)-4-(3,4-Dimethoxyphenyl)-4a,5,6,7,8,8a-hexahydro-2H-phthalazin-1-oneHCID 70001660(cis)-2-Benzyl-4-(3,4-dimethoxyphenyl)-4a,5,6,7,8,8a-hexahydro-2H-phthalazin-1-oneHCID 178435169HCID 178435169, compound

Product 1

HCID 70002958HCID 70002958, compound

Procedure

Prepared from compound 1 and 1-bromoethylbenzotriazole as described for compound 78, using sodium ethanolate instead of sodium hydride. Purified by chromatography [ethyl acetate:petroleum ether (60°-95° C.)/1:2]. Crystallized from methanol. M.p. 173°-178° C.

Workup

  1. customPurified by chromatography [ethyl acetate:petroleum ether (60°-95° C.)/1:2]
  2. customCrystallized from methanol

Sources & evidence

ORD record
ord-859a89abd4af4a3d80f5094f1c88b072
Source dataset
uspto-grants-2000_08
Patent number
US06103718

Reaction notes

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