1,2-Dichloroethane → 4-(4-Methanesulfonyl-phenoxy)-1-[1-(5-methyl-isoxazol-3-ylmethyl)-piperidin-4-yl]-1H-pyrazolo[3,4-d]pyrimidine

HRID 102512Notes

Reaction equation

HRID 102512 reaction equation
[C:49]([O:50][BH-:51]([O:52][C:53](=[O:54])[CH3:55])[O:56][C:57](=[O:58])[CH3:59])(=[O:60])[CH3:61].[CH3:34][c:35]1[cH:36][c:37]([CH:40]=[O:41])[n:38][o:39]1.[CH3:42][CH2:43][N:44]([CH2:45][CH3:46])[CH2:47][CH3:48].[CH3:8][S:9](=[O:10])(=[O:11])[c:12]1[cH:13][cH:14][c:15]([O:16][c:17]2[c:18]3[c:19]([n:20][cH:21][n:22]2)[n:23]([CH:26]2[CH2:27][CH2:28][NH:29][CH2:30][CH2:31]2)[n:24][cH:25]3)[cH:32][cH:33]1.[Cl:63][CH2:64][CH2:65][Cl:66].[F:1][C:2]([F:3])([F:4])[C:5]([OH:6])=[O:7].[Na+:62].[OH2:67]>>[CH3:8][S:9](=[O:10])(=[O:11])[c:12]1[cH:13][cH:14][c:15]([O:16][c:17]2[c:18]3[c:19]([n:20][cH:21][n:22]2)[n:23]([CH:26]2[CH2:27][CH2:28][N:29]([CH2:40][c:37]4[cH:36][c:35]([CH3:34])[o:39][n:38]4)[CH2:30][CH2:31]2)[n:24][cH:25]3)[cH:32][cH:33]1

Participants

9

Reactant 8

HCID 111,2-DichloroethaneHCID 923Sodium ionHCID 962WaterHCID 6422Trifluoroacetic acidHCID 8471TriethylamineHCID 2724942TriacetoxyborohydrideHCID 27952225-Methyl-1,2-oxazole-3-carbaldehydeHCID 579649614-(4-Methylsulfonylphenoxy)-1-piperidin-4-ylpyrazolo[5,4-d]pyrimidine

Product 1

HCID 579650504-(4-Methanesulfonyl-phenoxy)-1-[1-(5-methyl-isoxazol-3-ylmethyl)-piperidin-4-yl]-1H-pyrazolo[3,4-d]pyrimidine

Sources & evidence

ORD record
ord-aeb8e793d41d4eab8b1b805a9124fdfa
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Reaction notes

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