Acetate → Ethyl 6-[6-(ethylcarbamoylamino)-4-[4-(trifluoromethyl)-1,3-thiazol-2-yl]-3-pyridinyl]-1-(2-hydroxycyclohexyl)-4-oxoquinoline-3-carboxylate
Reaction equation
[C:55](=[O:56])([O-:57])[O-:58].[CH2:25]([CH3:26])[NH:27][C:28](=[O:29])[NH:30][c:31]1[n:32][cH:33][c:34]([B:46]2[O:47][C:48]([CH3:49])([CH3:50])[C:51]([CH3:52])([CH3:53])[O:54]2)[c:35](-[c:37]2[s:38][cH:39][c:40]([C:42]([F:43])([F:44])[F:45])[n:41]2)[cH:36]1.[CH3:61][C:62]#[N:63].[K+:59].[K+:60].[O-:66][C:67]([CH3:68])=[O:69].[O-:70][C:71]([CH3:72])=[O:73].[OH2:64].[OH:1][CH:2]1[CH:3]([n:8]2[cH:9][c:10]([C:20](=[O:21])[O:22][CH2:23][CH3:24])[c:11](=[O:19])[c:12]3[cH:13][c:14]([I:18])[cH:15][cH:16][c:17]23)[CH2:4][CH2:5][CH2:6][CH2:7]1.[Pd+2:65]>>[OH:1][CH:2]1[CH:3]([n:8]2[cH:9][c:10]([C:20](=[O:21])[O:22][CH2:23][CH3:24])[c:11](=[O:19])[c:12]3[cH:13][c:14](-[c:34]4[cH:33][n:32][c:31]([NH:30][C:28]([NH:27][CH2:25][CH3:26])=[O:29])[cH:36][c:35]4-[c:37]4[s:38][cH:39][c:40]([C:42]([F:43])([F:44])[F:45])[n:41]4)[cH:15][cH:16][c:17]23)[CH2:4][CH2:5][CH2:6][CH2:7]1Participants
9
Reactant 8
HCID 175Acetate2×
HCID 813Potassium Cation2×
HCID 962Water
HCID 6342Acetonitrile
HCID 19660Carbonate Ion
HCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)
HCID 592084681-Ethyl-3-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(4-(trifluoromethyl)thiazol-2-yl)pyridin-2-yl)urea
HCID 68467803Ethyl 1-(2-hydroxycyclohexyl)-6-iodo-4-oxoquinoline-3-carboxylateProduct 1
Sources & evidence
- ORD record
- ord-34622e76bc8547a1a2aec7be0ac4206f
- Source dataset
- Test data from https://doi.org/10.1039/C8SC04228D
Reaction notes
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