2,4-Dichloropyrimidine → HCID 23577295, compound

HRID 1351563Notes

Reaction equation

HRID 1351563 reaction equation
[C:1]1([CH2:7][CH2:8][S:9]([N:12]2[CH2:17][CH2:16][CH:15]([CH2:18][NH2:19])[CH2:14][CH2:13]2)(=[O:11])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl[C:21]1[N:26]=[C:25](Cl)[CH:24]=[CH:23][N:22]=1.[H][H]>C(O)C.C(N(CC)CC)C.[Pd]>[C:1]1([CH2:7][CH2:8][S:9]([N:12]2[CH2:13][CH2:14][CH:15]([CH2:18][NH:19][C:23]3[CH:24]=[CH:25][N:26]=[CH:21][N:22]=3)[CH2:16][CH2:17]2)(=[O:10])=[O:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 3

HCID 775312,4-DichloropyrimidineHCID 22135729[1-(2-Phenylethylsulfonyl)piperidin-4-yl]methanamineHCID 178418361HCID 178418361, compound

Product 1

HCID 23577295HCID 23577295, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 22663003EtOH triethylamineSolvent

Procedure

EXAMPLE 93 was prepared from C-[1-(2-phenyl-ethanesulfonyl)-piperidin-4-yl]-methylamine and 2,4-dichloro-pyrimidine followed by hydrogenation in ethanol-triethylamine over 5% palladium on carbon, 1 atm of hydrogen: MS (m+1)=361.5.

Sources & evidence

ORD record
ord-ed54a5ecbc8540b99015d9526d659681
Source dataset
uspto-grants-2007_05
Patent number
US07217716B2

Reaction notes

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