Acetate → 8-(Tert-butyldimethylsilyloxy)-2-(6-cyclopropyl-[1,2,4]triazolo[4,3-a]pyridin-3-yl)quinoline

HRID 1570840Notes

Reaction equation

HRID 1570840 reaction equation
[Br:1][c:2]1[cH:3][cH:4][c:5]2[n:6]([cH:7]1)[c:8](-[c:11]1[n:12][c:13]3[c:14]([O:21][Si:22]([CH3:23])([CH3:24])[C:25]([CH3:26])([CH3:27])[CH3:28])[cH:15][cH:16][cH:17][c:18]3[cH:19][cH:20]1)[n:9][n:10]2.[CH3:44][c:45]1[cH:46][cH:47][cH:48][cH:49][cH:50]1.[CH:29]1([B:32]([OH:33])[OH:34])[CH2:30][CH2:31]1.[K+:40].[K+:41].[K+:42].[O-:52][C:53]([CH3:54])=[O:55].[O-:56][C:57]([CH3:58])=[O:59].[OH2:43].[P:35]([O-:36])([O-:37])([O-:38])=[O:39].[Pd+2:51]>>[c:2]1([CH:29]2[CH2:30][CH2:31]2)[cH:3][cH:4][c:5]2[n:6]([cH:7]1)[c:8](-[c:11]1[n:12][c:13]3[c:14]([O:21][Si:22]([CH3:23])([CH3:24])[C:25]([CH3:26])([CH3:27])[CH3:28])[cH:15][cH:16][cH:17][c:18]3[cH:19][cH:20]1)[n:9][n:10]2

Participants

9

Reactant 8

HCID 175Acetate2×HCID 813Potassium Cation3×HCID 962WaterHCID 1061PhosphateHCID 1140TolueneHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 2760897Cyclopropylboronic acidHCID 672305262-(6-Bromo-[1,2,4]triazolo[4,3-a]pyridin-3-yl)-8-(tert-butyldimethylsilyloxy)quinoline

Product 1

HCID 672305218-(Tert-butyldimethylsilyloxy)-2-(6-cyclopropyl-[1,2,4]triazolo[4,3-a]pyridin-3-yl)quinoline

Sources & evidence

ORD record
ord-310c386911ef4ed4811b05bc73fc858d
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (1/10)

Reaction notes

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