Bicarbonate Ion → 2-amino-5-[3-(2-methoxy-phenyl)-1-(2-trimethylsilanylethoxymethyl)-1H-pyrazolo[3,4-b]pyridin-5-yl]-N,N-dimethyl-benzamide

HRID 837042Notes

Reaction equation

HRID 837042 reaction equation
[C:51](=[O:52])([OH:53])[O-:54].[CH3:1][O:2][c:3]1[c:4](-[c:9]2[n:10][n:11]([CH2:27][O:28][CH2:29][CH2:30][Si:31]([CH3:32])([CH3:33])[CH3:34])[c:12]3[n:13][cH:14][c:15]([B:18]4[O:19][C:20]([CH3:21])([CH3:22])[C:23]([CH3:24])([CH3:25])[O:26]4)[cH:16][c:17]23)[cH:5][cH:6][cH:7][cH:8]1.[CH3:48][C:49]#[N:50].[Cl:57][CH2:58][Cl:59].[NH2:35][c:36]1[c:37]([C:38](=[O:39])[N:40]([CH3:41])[CH3:42])[cH:43][c:44]([Br:47])[cH:45][cH:46]1.[Na+:55].[OH2:56]>>[CH3:1][O:2][c:3]1[c:4](-[c:9]2[n:10][n:11]([CH2:27][O:28][CH2:29][CH2:30][Si:31]([CH3:32])([CH3:33])[CH3:34])[c:12]3[n:13][cH:14][c:15](-[c:44]4[cH:43][c:37]([C:38](=[O:39])[N:40]([CH3:41])[CH3:42])[c:36]([NH2:35])[cH:46][cH:45]4)[cH:16][c:17]23)[cH:5][cH:6][cH:7][cH:8]1

Participants

8

Reactant 7

HCID 769Bicarbonate IonHCID 923Sodium ionHCID 962WaterHCID 6342AcetonitrileHCID 6344DichloromethaneHCID 509995122-Amino-5-bromo-N,N-dimethylbenzamideHCID 598360923-(2-methoxy-phenyl)-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1-(2-trimethylsilanyl-ethoxy-methyl)-1H-pyrazolo[3,4-b]pyridine

Product 1

HCID 579757432-amino-5-[3-(2-methoxy-phenyl)-1-(2-trimethylsilanylethoxymethyl)-1H-pyrazolo[3,4-b]pyridin-5-yl]-N,N-dimethyl-benzamide

Sources & evidence

ORD record
ord-6127246d6aab48f3855c5db61a35f4c1
Source dataset
Test data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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