proline dl-form → 4-(1-{4-[4-(2-Methanesulfonyl-ethyl)-piperazin-1-yl]-2-methyl-phenyl}-1H-pyrazolo[3,4-d]pyrimidin-4-yloxy)-piperidine-1-carboxylic acid isopropyl ester

HRID 831479Notes

Reaction equation

HRID 831479 reaction equation
[C:51](=[O:52])([O-:53])[O-:54].[CH3:31][S:32](=[O:33])(=[O:34])[CH2:35][CH2:36][N:37]1[CH2:38][CH2:39][NH:40][CH2:41][CH2:42]1.[CH3:57][S:58]([CH3:59])=[O:60].[CH:1]([CH3:2])([CH3:3])[O:4][C:5](=[O:6])[N:7]1[CH2:8][CH2:9][CH:10]([O:13][c:14]2[c:15]3[c:16]([n:17][cH:18][n:19]2)[n:20](-[c:23]2[c:24]([CH3:30])[cH:25][c:26]([I:29])[cH:27][cH:28]2)[n:21][cH:22]3)[CH2:11][CH2:12]1.[Cu:61][I:62].[K+:55].[K+:56].[OH:43][C:44]([CH:45]1[NH:46][CH2:47][CH2:48][CH2:49]1)=[O:50]>>[CH:1]([CH3:2])([CH3:3])[O:4][C:5](=[O:6])[N:7]1[CH2:8][CH2:9][CH:10]([O:13][c:14]2[c:15]3[c:16]([n:17][cH:18][n:19]2)[n:20](-[c:23]2[c:24]([CH3:30])[cH:25][c:26]([N:40]4[CH2:39][CH2:38][N:37]([CH2:36][CH2:35][S:32]([CH3:31])(=[O:33])=[O:34])[CH2:42][CH2:41]4)[cH:27][cH:28]2)[n:21][cH:22]3)[CH2:11][CH2:12]1

Participants

8

Reactant 7

HCID 614proline dl-formHCID 679Dimethyl SulfoxideHCID 813Potassium Cation2×HCID 19660Carbonate IonHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 38019591-(2-(Methylsulfonyl)ethyl)piperazineHCID 57496369HCID 57496369, compound

Product 1

HCID 574963104-(1-{4-[4-(2-Methanesulfonyl-ethyl)-piperazin-1-yl]-2-methyl-phenyl}-1H-pyrazolo[3,4-d]pyrimidin-4-yloxy)-piperidine-1-carboxylic acid isopropyl ester

Sources & evidence

ORD record
ord-249d9c836c4a4c949287d947bfae0940
Source dataset
Test data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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