Acetate → 4-[4-(6-Methanesulfonyl-2-methyl-pyridin-3-ylamino)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester

HRID 1236377Notes

Reaction equation

HRID 1236377 reaction equation
[C:1]([CH3:2])([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([n:14]2[n:15][cH:16][c:17]3[c:18]2[n:19][cH:20][n:21][c:22]3[Cl:23])[CH2:12][CH2:13]1.[C:70]([O-:71])(=[O:72])[CH3:73].[C:75]([O-:76])(=[O:77])[CH3:78].[CH2:42]([N:43]1[CH2:44][CH2:45][N:46]2[CH2:47][CH2:48][N:49]([CH2:50][CH:51]([CH3:52])[CH3:53])[P:54]1[N:55]([CH2:56][CH:57]([CH3:58])[CH3:59])[CH2:60][CH2:61]2)[CH:62]([CH3:63])[CH3:64].[CH3:24][S:25](=[O:26])(=[O:27])[c:28]1[cH:29][cH:30][c:31]([NH2:35])[c:32]([CH3:34])[n:33]1.[CH3:36][C:37]([CH3:38])([O-:39])[CH3:40].[CH3:65][N:66]([CH3:67])[CH:68]=[O:69].[CH3:80][CH2:81][O:82][C:83](=[O:84])[CH3:85].[Na+:41].[OH2:79].[Pd+2:74]>>[C:1]([CH3:2])([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[N:8]1[CH2:9][CH2:10][CH:11]([n:14]2[n:15][cH:16][c:17]3[c:18]2[n:19][cH:20][n:21][c:22]3[NH:35][c:31]2[cH:30][cH:29][c:28]([S:25]([CH3:24])(=[O:26])=[O:27])[n:33][c:32]2[CH3:34])[CH2:12][CH2:13]1

Participants

11

Reactant 10

HCID 175Acetate2×HCID 923Sodium ionHCID 962WaterHCID 6228DimethylformamideHCID 8857Ethyl AcetateHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 45712432,8,9-Triisobutyl-2,5,8,9-tetraaza-1-phosphabicyclo(3.3.3)undecaneHCID 45749132-Methylpropan-2-olateHCID 510505272-Methyl-6-(methylsulfonyl)pyridin-3-amineHCID 57964905Tert-butyl 4-(4-chloro-1H-pyrazolo[3,4-D]pyrimidin-1-YL)piperidine-1-carboxylate

Product 1

HCID 579650384-[4-(6-Methanesulfonyl-2-methyl-pyridin-3-ylamino)-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester

Sources & evidence

ORD record
ord-9b6a47b2cbf146ec87fdbcac71fa7cdf
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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