Acetate → N-(1-{[4-cyclopropyl-2-(trifluoromethyl)phenyl]methyl}-1H-pyrazol-3-yl)-3-fluoro-4-pyridinecarboxamide

HRID 2314918Notes

Reaction equation

HRID 2314918 reaction equation
[CH3:54][c:55]1[cH:56][cH:57][cH:58][cH:59][cH:60]1.[CH:28]1([P:29]([CH:33]2[CH2:34][CH2:35][CH2:36][CH2:37][CH2:38]2)[CH:41]2[CH2:32][CH2:31][CH2:30][CH2:45][CH2:46]2)[CH2:39][CH2:40][CH2:42][CH2:43][CH2:44]1.[CH:47]1([B:48]([OH:49])[OH:50])[CH2:51][CH2:52]1.[F:1][c:2]1[cH:3][n:4][cH:5][cH:6][c:7]1[C:8](=[O:9])[NH:10][c:11]1[n:12][n:13]([CH2:16][c:17]2[c:18]([C:24]([F:25])([F:26])[F:27])[cH:19][c:20]([I:23])[cH:21][cH:22]2)[cH:14][cH:15]1.[O-:62][C:63]([CH3:64])=[O:65].[O-:66][C:67]([CH3:68])=[O:69].[OH2:53].[Pd+2:61]>>[F:1][c:2]1[cH:3][n:4][cH:5][cH:6][c:7]1[C:8](=[O:9])[NH:10][c:11]1[n:12][n:13]([CH2:16][c:17]2[c:18]([C:24]([F:25])([F:26])[F:27])[cH:19][c:20]([CH:45]3[CH2:41][CH2:46]3)[cH:21][cH:22]2)[cH:14][cH:15]1

Participants

8

Reactant 7

HCID 175Acetate2×HCID 962WaterHCID 1140TolueneHCID 75806TricyclohexylphosphineHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 2760897Cyclopropylboronic acidHCID 595480203-Fluoro-N-(1-{[4-iodo-2-(trifluoromethyl)phenyl]methyl}-1H-pyrazol-3-yl)-4-pyridinecarboxamide

Product 1

HCID 59547933N-(1-{[4-cyclopropyl-2-(trifluoromethyl)phenyl]methyl}-1H-pyrazol-3-yl)-3-fluoro-4-pyridinecarboxamide

Sources & evidence

ORD record
ord-497296a106d84f97b0d9e7e1758fc311
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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