Acetate → Ethyl 6-[6-(ethylcarbamoylamino)-4-[4-(trifluoromethyl)-1,3-thiazol-2-yl]-3-pyridinyl]-1-(1-hydroxy-3-phenylpropan-2-yl)-4-oxoquinoline-3-carboxylate

HRID 117539Notes

Reaction equation

HRID 117539 reaction equation
[C:58](=[O:59])([O-:60])[O-:61].[CH2:28]([CH3:29])[NH:30][C:31](=[O:32])[NH:33][c:34]1[n:35][cH:36][c:37]([B:49]2[O:50][C:51]([CH3:52])([CH3:53])[C:54]([CH3:55])([CH3:56])[O:57]2)[c:38](-[c:40]2[s:41][cH:42][c:43]([C:45]([F:46])([F:47])[F:48])[n:44]2)[cH:39]1.[CH3:64][C:65]#[N:66].[K+:62].[K+:63].[O-:69][C:70]([CH3:71])=[O:72].[O-:73][C:74]([CH3:75])=[O:76].[OH2:67].[OH:1][CH2:2][CH:3]([CH2:4][c:5]1[cH:6][cH:7][cH:8][cH:9][cH:10]1)[n:11]1[cH:12][c:13]([C:23](=[O:24])[O:25][CH2:26][CH3:27])[c:14](=[O:22])[c:15]2[cH:16][c:17]([I:21])[cH:18][cH:19][c:20]12.[Pd+2:68]>>[OH:1][CH2:2][CH:3]([CH2:4][c:5]1[cH:6][cH:7][cH:8][cH:9][cH:10]1)[n:11]1[cH:12][c:13]([C:23](=[O:24])[O:25][CH2:26][CH3:27])[c:14](=[O:22])[c:15]2[cH:16][c:17](-[c:37]3[cH:36][n:35][c:34]([NH:33][C:31]([NH:30][CH2:28][CH3:29])=[O:32])[cH:39][c:38]3-[c:40]3[s:41][cH:42][c:43]([C:45]([F:46])([F:47])[F:48])[n:44]3)[cH:18][cH:19][c:20]12

Participants

9

Reactant 8

HCID 175Acetate2×HCID 813Potassium Cation2×HCID 962WaterHCID 6342AcetonitrileHCID 19660Carbonate IonHCID 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)ureaHCID 72278115Ethyl 1-(1-hydroxy-3-phenylpropan-2-yl)-6-iodo-4-oxoquinoline-3-carboxylate

Product 1

HCID 75045350Ethyl 6-[6-(ethylcarbamoylamino)-4-[4-(trifluoromethyl)-1,3-thiazol-2-yl]-3-pyridinyl]-1-(1-hydroxy-3-phenylpropan-2-yl)-4-oxoquinoline-3-carboxylate

Sources & evidence

ORD record
ord-a77bf5495e074a309106d97b1406ce97
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Reaction notes

Loading…