Acetate → Ethyl 5-(3-chloro-5-fluorophenyl)-4-(3-cyano-4-fluorophenyl)thiophene-2-carboxylate

HRID 125298Notes

Reaction equation

HRID 125298 reaction equation
[Br:1][c:2]1[cH:3][c:4]([C:15](=[O:16])[O:17][CH2:18][CH3:19])[s:5][c:6]1-[c:7]1[cH:8][c:9]([Cl:14])[cH:10][c:11]([F:13])[cH:12]1.[C:20](#[N:21])[c:22]1[cH:23][c:24]([B:29]([OH:30])[OH:31])[cH:25][cH:26][c:27]1[F:28].[C:32](=[O:33])([O-:34])[O-:35].[CH3:72][O:73][CH2:74][CH2:75][O:76][CH3:77].[CH:38]1([P:39]([CH:40]2[CH2:41][CH2:42][CH2:43][CH2:44][CH2:45]2)[c:46]2[cH:47][cH:48][cH:49][cH:50][c:51]2-[c:52]2[c:53]([CH:54]([CH3:55])[CH3:56])[cH:57][c:58]([CH:59]([CH3:60])[CH3:61])[cH:62][c:63]2[CH:64]([CH3:65])[CH3:66])[CH2:67][CH2:68][CH2:69][CH2:70][CH2:71]1.[Cs+:36].[Cs+:37].[O-:79][C:80]([CH3:81])=[O:82].[O-:83][C:84]([CH3:85])=[O:86].[Pd+2:78]>>[c:2]1(-[c:24]2[cH:23][c:22]([C:20]#[N:21])[c:27]([F:28])[cH:26][cH:25]2)[cH:3][c:4]([C:15](=[O:16])[O:17][CH2:18][CH3:19])[s:5][c:6]1-[c:7]1[cH:8][c:9]([Cl:14])[cH:10][c:11]([F:13])[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 27579643-Cyano-4-fluorophenylboronic acidHCID 111557942-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 58066756Ethyl 4-bromo-5-(3-chloro-5-fluorophenyl)thiophene-2-carboxylate

Product 1

HCID 58066742Ethyl 5-(3-chloro-5-fluorophenyl)-4-(3-cyano-4-fluorophenyl)thiophene-2-carboxylate

Sources & evidence

ORD record
ord-69adf7c84a1e4be0b06280587143a46f
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Reaction notes

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