Water → HCID 66853608, compound

HRID 1668546Notes

Reaction equation

HRID 1668546 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([S:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([CH2:16][NH2:17])[N:11]=2)[N:5]=[C:4]([C:18]2[CH:23]=[CH:22][C:21]([NH:24][C:25](=[O:27])[CH3:26])=[CH:20][CH:19]=2)[C:3]=1[C:28]#[N:29].[CH2:30]([S:33](Cl)(=[O:35])=[O:34])[CH2:31][CH3:32].O>CS(C)=O.C(N(C(C)C)CC)(C)C>[NH2:1][C:2]1[N:7]=[C:6]([S:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([CH2:16][NH:17][S:33]([CH2:30][CH2:31][CH3:32])(=[O:35])=[O:34])[N:11]=2)[N:5]=[C:4]([C:18]2[CH:23]=[CH:22][C:21]([NH:24][C:25](=[O:27])[CH3:26])=[CH:20][CH:19]=2)[C:3]=1[C:28]#[N:29]

Participants

6

Reactant 3

HCID 962WaterHCID 662791-Propanesulfonyl chlorideHCID 66853748HCID 66853748, compound

Product 1

HCID 66853608HCID 66853608, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 81531DiisopropylethylamineSolvent

Procedure

To a suspension of 0.1 g of the compound of Example 32 in 5 mL of DMSO, 0.25 mL of diisopropylethylamine was added, and 0.04 mL of 1-propanesulfonyl chloride was added dropwise under stirring. After 30 minutes, water was added to the reaction mixture, and the resulting crystal was filtrated, and dried under reduced pressure to give 80 mg of N-[4-(6-amino-5-cyano-2-{6-[(propane-1-sulfonylamino)methyl]pyridin-2-ylmethylsulfanyl}pyrimidin-4-yl)phenyl]acetamide as a white powder.

Workup

  1. additionwas added
  2. filtrationthe resulting crystal was filtrated
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-3d61135fcb62428089f2401b2e0474cd
Source dataset
uspto-grants-2011_08
Patent number
US07989446B2

Reaction notes

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