Dimethyl Sulfoxide → tert-butyl 4-{4-amino-3-[4-(2,3-dihydrobenzo[b]furan-3-ylamino)phenyl]-1H-pyrazolo[3,4-d]pyrimidin-1-yl}-1-piperidinecarboxylate

HRID 1213022Notes

Reaction equation

HRID 1213022 reaction equation
[CH3:2][S+:3]([CH3:4])([CH3:5])=[O:6].[CH3:48][S:49]([CH3:50])=[O:51].[H-:7].[I-:1].[NH2:9][c:10]1[c:11]2[c:12]([n:13][cH:14][n:15]1)[n:16]([CH:34]1[CH2:35][CH2:36][N:37]([C:40](=[O:41])[O:42][C:43]([CH3:44])([CH3:45])[CH3:46])[CH2:38][CH2:39]1)[n:17][c:18]2-[c:19]1[cH:20][cH:21][c:22]([N:25]=[CH:26][c:27]2[c:28]([OH:33])[cH:29][cH:30][cH:31][cH:32]2)[cH:23][cH:24]1.[Na+:8].[OH2:47]>>[CH2:2]1[CH:26]([NH:25][c:22]2[cH:21][cH:20][c:19](-[c:18]3[c:11]4[c:10]([NH2:9])[n:15][cH:14][n:13][c:12]4[n:16]([CH:34]4[CH2:35][CH2:36][N:37]([C:40](=[O:41])[O:42][C:43]([CH3:44])([CH3:45])[CH3:46])[CH2:38][CH2:39]4)[n:17]3)[cH:24][cH:23]2)[c:27]2[c:28]([cH:29][cH:30][cH:31][cH:32]2)[O:33]1

Participants

8

Reactant 7

HCID 679Dimethyl SulfoxideHCID 923Sodium ionHCID 962WaterHCID 30165Iodide IonHCID 74499TrimethylsulfoxoniumHCID 166653HydrideHCID 136343241tert-butyl 4-[4-amino-3-(4-{[-1-(2-hydroxyphenyl)methylidene]amino}phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]-1-piperidinecarboxylate

Product 1

HCID 22346922tert-butyl 4-{4-amino-3-[4-(2,3-dihydrobenzo[b]furan-3-ylamino)phenyl]-1H-pyrazolo[3,4-d]pyrimidin-1-yl}-1-piperidinecarboxylate

Sources & evidence

ORD record
ord-a3412571de2f4400808fadfa848b0cac
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

Loading…