Sodium hydride → HCID 70002635, compound

HRID 1871425Notes

Reaction equation

HRID 1871425 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].Cl.[N:23]1[CH:28]=[CH:27][C:26]([CH2:29]Cl)=[CH:25][CH:24]=1.C(N1N=C(C2C=CC(OC)=C(OC)C=2)[C@H]2[C@H](CCCC2)C1=O)C1C=CC=CC=1.[H-].[Na+]>>[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]([CH2:29][C:26]3[CH:27]=[CH:28][N:23]=[CH:24][CH:25]=3)[N:12]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

5

Reactant 4

HCID 24758Sodium hydrideHCID 745704-(Chloromethyl)pyridinium chlorideHCID 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-one

Product 1

HCID 70002635HCID 70002635, compound

Procedure

Prepared from compound 1 and 4-picolylchloride hydrochloride as described for compound 78, using 12 mmol of sodium hydride instead of 6 mmol. Purified by chromatography (dichloromethane). Crystallized from diethyl ether. M.p. 87°-89° C.

Workup

  1. customPurified by chromatography (dichloromethane)
  2. customCrystallized from diethyl ether

Sources & evidence

ORD record
ord-5db02723549c4fc3a5c326e0ce5e8a2d
Source dataset
uspto-grants-2000_08
Patent number
US06103718

Reaction notes

Loading…