Acetate → Ethyl 4-(3-chloro-5-fluorophenyl)-5-(3-cyanophenyl)furan-2-carboxylate

HRID 1229258Notes

Reaction equation

HRID 1229258 reaction equation
[Br:1][c:2]1[cH:3][c:4]([C:15](=[O:16])[O:17][CH2:18][CH3:19])[o:5][c:6]1-[c:7]1[cH:8][c:9]([C:13]#[N:14])[cH:10][cH:11][cH:12]1.[C:31](=[O:32])([O-:33])[O-:34].[CH3:71][O:72][CH2:73][CH2:74][O:75][CH3:76].[CH:37]1([P:38]([CH:39]2[CH2:40][CH2:41][CH2:42][CH2:43][CH2:44]2)[c:45]2[cH:46][cH:47][cH:48][cH:49][c:50]2-[c:51]2[c:52]([CH:53]([CH3:54])[CH3:55])[cH:56][c:57]([CH:58]([CH3:59])[CH3:60])[cH:61][c:62]2[CH:63]([CH3:64])[CH3:65])[CH2:66][CH2:67][CH2:68][CH2:69][CH2:70]1.[Cl:20][c:21]1[cH:22][c:23]([B:28]([OH:29])[OH:30])[cH:24][c:25]([F:27])[cH:26]1.[Cs+:35].[Cs+:36].[O-:78][C:79]([CH3:80])=[O:81].[O-:82][C:83]([CH3:84])=[O:85].[Pd+2:77]>>[c:2]1(-[c:23]2[cH:22][c:21]([Cl:20])[cH:26][c:25]([F:27])[cH:24]2)[cH:3][c:4]([C:15](=[O:16])[O:17][CH2:18][CH3:19])[o:5][c:6]1-[c:7]1[cH:8][c:9]([C:13]#[N:14])[cH:10][cH:11][cH:12]1

Participants

9

Reactant 8

HCID 175Acetate2×HCID 80711,2-DimethoxyethaneHCID 19660Carbonate IonHCID 104967Cesium cation2×HCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 111557942-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 15391287(3-Chloro-5-fluorophenyl)boronic acidHCID 58064801Ethyl 4-bromo-5-(3-cyanophenyl)furan-2-carboxylate

Product 1

HCID 58064795Ethyl 4-(3-chloro-5-fluorophenyl)-5-(3-cyanophenyl)furan-2-carboxylate

Sources & evidence

ORD record
ord-61a3d81f4e4b4cafad60bbb23b3c9157
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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