proline dl-form → 1-(4-methoxybenzyl)-4-(4-amino-5-chloro-2-fluorophenoxy)-N-(1-methylpiperidin-4-yl)-1H-pyrazolo[3,4-b]pyridin-3-amine

HRID 799586Notes

Reaction equation

HRID 799586 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:27])[c:11]3[c:12]2[n:13][cH:14][cH:15][c:16]3[O:17][c:18]2[cH:19][c:20]([Cl:26])[c:21]([NH2:25])[cH:22][c:23]2[F:24])[cH:28][cH:29]1.[CH3:52][S:53]([CH3:54])=[O:55].[Cl:56][CH2:57][Cl:58].[K+:38].[K+:39].[NH2:30][CH:31]1[CH2:32][CH2:33][N:34]([CH3:37])[CH2:35][CH2:36]1.[O-:40][C:41]([O-:42])=[O:43].[OH2:59].[OH:44][C:45]([CH:46]1[NH:47][CH2:48][CH2:49][CH2:50]1)=[O:51]>>[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]([CH2:7][n:8]2[n:9][c:10]([NH:30][CH:31]3[CH2:32][CH2:33][N:34]([CH3:37])[CH2:35][CH2:36]3)[c:11]3[c:12]2[n:13][cH:14][cH:15][c:16]3[O:17][c:18]2[cH:19][c:20]([Cl:26])[c:21]([NH2:25])[cH:22][c:23]2[F:24])[cH:28][cH:29]1

Participants

9

Reactant 8

HCID 614proline dl-formHCID 679Dimethyl SulfoxideHCID 813Potassium Cation2×HCID 962WaterHCID 6344DichloromethaneHCID 19660Carbonate IonHCID 27375314-Amino-1-methylpiperidineHCID 685133884-(1-(4-methoxybenzyl)-3-iodo-1H-pyrazolo[3,4-b]pyridin-4-yloxy)-2-chloro-5-fluorobenzenamine

Product 1

HCID 685163031-(4-methoxybenzyl)-4-(4-amino-5-chloro-2-fluorophenoxy)-N-(1-methylpiperidin-4-yl)-1H-pyrazolo[3,4-b]pyridin-3-amine

Sources & evidence

ORD record
ord-90e58480b43747c7ba61d5255bc11629
Source dataset
Test data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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