Acetate → ethyl 1-[3-(3-fluorophenyl)sulfonylquinolin-8-yl]-2,3,3a,4,6,6a-hexahydropyrrolo[2,3-c]pyrrole-5-carboxylate

HRID 1223824Notes

Reaction equation

HRID 1223824 reaction equation
[C:35](=[O:36])([O-:37])[O-:38].[C:48]([O-:49])(=[O:50])[CH3:51].[C:53]([O-:54])(=[O:55])[CH3:56].[CH3:41][c:42]1[cH:43][cH:44][cH:45][cH:46][cH:47]1.[Cs+:39].[Cs+:40].[F:1][c:2]1[cH:3][c:4]([S:8](=[O:9])(=[O:10])[c:11]2[cH:12][n:13][c:14]3[c:15]([I:21])[cH:16][cH:17][cH:18][c:19]3[cH:20]2)[cH:5][cH:6][cH:7]1.[NH:22]1[CH:23]2[CH:24]([CH2:25][CH2:26]1)[CH2:27][N:28]([C:30](=[O:31])[O:32][CH2:33][CH3:34])[CH2:29]2.[Pd+2:52]>>[F:1][c:2]1[cH:3][c:4]([S:8](=[O:9])(=[O:10])[c:11]2[cH:12][n:13][c:14]3[c:15]([N:22]4[CH:23]5[CH:24]([CH2:25][CH2:26]4)[CH2:27][N:28]([C:30](=[O:31])[O:32][CH2:33][CH3:34])[CH2:29]5)[cH:16][cH:17][cH:18][c:19]3[cH:20]2)[cH:5][cH:6][cH:7]1

Participants

8

Reactant 7

HCID 175Acetate2×HCID 1140TolueneHCID 19660Carbonate IonHCID 104967Cesium cation2×HCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 19100952Ethyl hexahydropyrrolo[3,4-B]pyrrole-5(1H)-carboxylateHCID 673141573-(3-Fluorophenylsulfonyl)-8-iodoquinoline

Product 1

HCID 178473305ethyl 1-[3-(3-fluorophenyl)sulfonylquinolin-8-yl]-2,3,3a,4,6,6a-hexahydropyrrolo[2,3-c]pyrrole-5-carboxylate

Sources & evidence

ORD record
ord-53dca7ebf7154df293b3cb293e3efcd4
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

Loading…