5-chloro-1H-indole-2,3-dione → (3S,4R)-4-(5-Chloro-2,3-dioxo-2,3-dihydro-indol-1-yl)-3-hydroxy-2,2-dimethyl-chroman-6-carbonitrile

HRID 1175008Notes

Reaction equation

HRID 1175008 reaction equation
[CH3:1][C:2]1([CH3:15])[O:11][C:10]2[C:5](=[CH:6][C:7]([C:12]#[N:13])=[CH:8][CH:9]=2)[C@@H:4]2[O:14][C@H:3]12.[Cl:16][C:17]1[CH:18]=[C:19]2[C:23](=[CH:24][CH:25]=1)[NH:22][C:21](=[O:26])[C:20]2=[O:27]>>[Cl:16][C:17]1[CH:18]=[C:19]2[C:23](=[CH:24][CH:25]=1)[N:22]([C@@H:4]1[C:5]3[C:10](=[CH:9][CH:8]=[C:7]([C:12]#[N:13])[CH:6]=3)[O:11][C:2]([CH3:15])([CH3:1])[C@H:3]1[OH:14])[C:21](=[O:26])[C:20]2=[O:27]

Participants

3

Reactant 2

HCID 872035-chloro-1H-indole-2,3-dioneHCID 9837089(1aS,7bS)-2,2-Dimethyl-1a,7b-dihydro-2H-oxireno[2,3-c]chromene-6-carbonitrile

Product 1

HCID 68644178(3S,4R)-4-(5-Chloro-2,3-dioxo-2,3-dihydro-indol-1-yl)-3-hydroxy-2,2-dimethyl-chroman-6-carbonitrile

Procedure

Following the procedure described in the Example 1, using (S,S)-2,2-dimethyl-1a,7b-dihydro-2H-1,3-dioxa-cyclopropa[a]naphthalene-6-carbonitrile and 5-chloro-1H-indole-2,3-dione as starting materials, the title compound was prepared as a white solid.

Sources & evidence

ORD record
ord-8ca94a48450c4bb7b0062f1aadc40606
Source dataset
uspto-grants-2010_11
Patent number
US07838553B2

Reaction notes

Loading…