Acetate → tert-butyl 2-(3-{[tert-butyl(dimethyl)silyl]oxy)phenyl)-4-(5-chloro-2-fluorophenyl)-2,5-dihydro-1H-pyrrole-1-carboxylate

HRID 2131786Notes

Reaction equation

HRID 2131786 reaction equation
[C:21]([CH3:22])([CH3:23])([CH3:24])[Si:25]([CH3:26])([CH3:27])[O:28][c:29]1[cH:30][c:31]([I:35])[cH:32][cH:33][cH:34]1.[C:73]([O-:74])(=[O:75])[CH3:76].[C:78]([O-:79])(=[O:80])[CH3:81].[CH3:36][CH2:37][CH2:38][CH2:39][N:40]([CH2:41][CH2:42][CH2:43][CH3:44])[CH2:45][CH2:46][CH2:47][CH3:48].[Cl:1][c:2]1[cH:3][cH:4][c:5]([F:20])[c:6]([CH:8]2[CH2:9][N:10]([C:13](=[O:14])[O:15][C:16]([CH3:17])([CH3:18])[CH3:19])[CH:11]=[CH:12]2)[cH:7]1.[O:68]=[CH:69][N:70]([CH3:71])[CH3:72].[Pd+2:77].[cH:49]1[cH:50][cH:51][c:52]([As:53]([c:54]2[cH:55][cH:56][cH:57][cH:58][cH:59]2)[c:60]2[cH:61][cH:62][cH:63][cH:64][cH:65]2)[cH:66][cH:67]1>>[Cl:1][c:2]1[cH:3][cH:4][c:5]([F:20])[c:6]([C:8]2=[CH:12][CH:11]([c:31]3[cH:30][c:29]([O:28][Si:25]([C:21]([CH3:22])([CH3:23])[CH3:24])([CH3:26])[CH3:27])[cH:34][cH:33][cH:32]3)[N:10]([C:13](=[O:14])[O:15][C:16]([CH3:17])([CH3:18])[CH3:19])[CH2:9]2)[cH:7]1

Participants

8

Reactant 7

HCID 175Acetate2×HCID 6228DimethylformamideHCID 7622TributylamineHCID 11773TriphenylarsineHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 27572803-(t-Butyldimethylsiloxy)iodobenzeneHCID 59656601tert-butyl 3-(5-chloro-2-fluorophenyl)-2,3-dihydro-1H-pyrrole-1-carboxylate

Product 1

HCID 59682334tert-butyl 2-(3-{[tert-butyl(dimethyl)silyl]oxy)phenyl)-4-(5-chloro-2-fluorophenyl)-2,5-dihydro-1H-pyrrole-1-carboxylate

Sources & evidence

ORD record
ord-6cbd12157e1c40deb75e983328967495
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

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