4-Ethyl-2,3-dioxopiperazinecarbonyl chloride → 1-(1-{4-[(4aS,8aR)-4-(3,4-Dimethoxyphenyl)-1-oxo4a,5,8,8a-tetrahydro-1H-phthalazin-2-yl]-piperidin-1-yl}-methanoyl)-4-ethyl-piperazine-2,3-dione

HRID 491455

Reaction equation

HRID 491455 reaction equation
[CH2:1]([N:3]1[CH2:8][CH2:7][N:6]([C:9](Cl)=[O:10])[C:5](=[O:12])[C:4]1=[O:13])[CH3:2].[CH2:14]([O:16][C:17]1[CH:18]=[C:19]([C:26]2[C@@H:35]3[C@@H:30]([CH2:31][CH:32]=[CH:33][CH2:34]3)[C:29](=[O:36])[N:28]([CH:37]3[CH2:42][CH2:41][N:40](S(C4C=CC(C)=CC=4)(=O)=O)[CH2:39][CH2:38]3)[N:27]=2)[CH:20]=[CH:21][C:22]=1[O:23][CH2:24]C)C>>[CH3:14][O:16][C:17]1[CH:18]=[C:19]([C:26]2[C@@H:35]3[C@@H:30]([CH2:31][CH:32]=[CH:33][CH2:34]3)[C:29](=[O:36])[N:28]([CH:37]3[CH2:42][CH2:41][N:40]([C:9]([N:6]4[CH2:7][CH2:8][N:3]([CH2:1][CH3:2])[C:4](=[O:13])[C:5]4=[O:12])=[O:10])[CH2:39][CH2:38]3)[N:27]=2)[CH:20]=[CH:21][C:22]=1[O:23][CH3:24]

Participants

3

Reactant 2

HCID 1088134-Ethyl-2,3-dioxopiperazinecarbonyl chlorideHCID 10175016(4aS,8aR)-4-(3,4-Diethoxyphenyl)-2-[1-(toluene-4-sulfonyl)-piperidin-4-yl]-4a,5,8,8a-tetrahydro-2H-phthalazin-1-one

Product 1

HCID 98286421-(1-{4-[(4aS,8aR)-4-(3,4-Dimethoxyphenyl)-1-oxo4a,5,8,8a-tetrahydro-1H-phthalazin-2-yl]-piperidin-1-yl}-methanoyl)-4-ethyl-piperazine-2,3-dione

Procedure

Prepared from 4-ethyl-2,3-dioxo-piperazine-1-carbonyl chloride and starting compound A1 as described for compound 1. Crystallisation from ethyl acetate/diethyl ether. M.p. 226-228° C.

Workup

  1. customCrystallisation from ethyl acetate/diethyl ether

Sources & evidence

ORD record
ord-56da14b202404792b32d8c6cf0e2376e
Source dataset
uspto-grants-2009_05
Patent number
US07531540B2

Linked notes

Loading…