proline dl-form → 4-(4-amino-2-fluorophenoxy)-1-(4-methoxybenzyl)-N-(1-methylpiperidin-4-yl)-1H-pyrazolo[3,4-b]pyridin-3-amine

HRID 1200792Notes

Reaction equation

HRID 1200792 reaction equation
[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][n:8]2[n:9][c:10]([I:26])[c:11]3[c:12]2[n:13][cH:14][cH:15][c:16]3[O:17][c:18]2[c:19]([F:25])[cH:20][c:21]([NH2:24])[cH:22][cH:23]2)[cH:27][cH:28]1.[CH3:29][N:30]1[CH2:31][CH2:32][CH:33]([NH2:36])[CH2:34][CH2:35]1.[CH3:51][S:52]([CH3:53])=[O:54].[Cl:57][CH2:58][Cl:59].[Cu:55][I:56].[K+:45].[K+:46].[NH:37]1[CH2:38][CH2:39][CH2:40][CH:41]1[C:42]([OH:43])=[O:44].[O-:47][C:48]([O-:49])=[O:50]>>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][n:8]2[n:9][c:10]([NH:36][CH:33]3[CH2:32][CH2:31][N:30]([CH3:29])[CH2:35][CH2:34]3)[c:11]3[c:12]2[n:13][cH:14][cH:15][c:16]3[O:17][c:18]2[c:19]([F:25])[cH:20][c:21]([NH2:24])[cH:22][cH:23]2)[cH:27][cH:28]1

Participants

9

Reactant 8

HCID 614proline dl-formHCID 679Dimethyl SulfoxideHCID 813Potassium Cation2×HCID 6344DichloromethaneHCID 19660Carbonate IonHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 27375314-Amino-1-methylpiperidineHCID 672210033-Fluoro-4-((3-iodo-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-4-yl)oxy)aniline

Product 1

HCID 685163724-(4-amino-2-fluorophenoxy)-1-(4-methoxybenzyl)-N-(1-methylpiperidin-4-yl)-1H-pyrazolo[3,4-b]pyridin-3-amine

Sources & evidence

ORD record
ord-b68cd258264d404bb260ce82d6521871
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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