Acetate → benzyl-[5-(1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-pyridin-2-yl]-amine

HRID 1223584Notes

Reaction equation

HRID 1223584 reaction equation
[C:42]([P:43]([C:44]([CH3:45])([CH3:46])[CH3:47])[c:48]1[cH:49][cH:50][cH:51][cH:52][c:53]1-[c:54]1[cH:55][cH:56][cH:57][cH:58][cH:59]1)([CH3:60])([CH3:61])[CH3:62].[C:63]([O-:64])(=[O:65])[CH3:66].[C:68]([O-:69])(=[O:70])[CH3:71].[CH3:36][C:37]([CH3:38])([O-:39])[CH3:40].[CH3:73][c:74]1[cH:75][cH:76][cH:77][cH:78][cH:79]1.[Cl:1][c:2]1[cH:3][cH:4][c:5]([CH2:8][c:9]2[cH:10][n:11]([Si:18]([CH:19]([CH3:20])[CH3:21])([CH:22]([CH3:23])[CH3:24])[CH:25]([CH3:26])[CH3:27])[c:12]3[n:13][cH:14][cH:15][cH:16][c:17]23)[cH:6][n:7]1.[K+:41].[NH2:28][CH2:29][c:30]1[cH:31][cH:32][cH:33][cH:34][cH:35]1.[OH2:72].[Pd+2:67]>>[c:2]1([NH:28][CH2:29][c:30]2[cH:31][cH:32][cH:33][cH:34][cH:35]2)[cH:3][cH:4][c:5]([CH2:8][c:9]2[cH:10][n:11]([Si:18]([CH:19]([CH3:20])[CH3:21])([CH:22]([CH3:23])[CH3:24])[CH:25]([CH3:26])[CH3:27])[c:12]3[n:13][cH:14][cH:15][cH:16][c:17]23)[cH:6][n:7]1

Participants

10

Reactant 9

HCID 175Acetate2×HCID 813Potassium CationHCID 962WaterHCID 1140TolueneHCID 7504BenzylamineHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 27342152-(Di-tert-butylphosphino)biphenylHCID 45749132-Methylpropan-2-olateHCID 575880773-(6-Chloro-pyridin-3-ylmethyl)-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine

Product 1

HCID 57588064benzyl-[5-(1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-pyridin-2-yl]-amine

Sources & evidence

ORD record
ord-034cb9558c0942968015eb8c07e488bf
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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