2-(Methylsulfonyl)ethanamine → HCID 86618448, compound

HRID 2262260Notes

Reaction equation

HRID 2262260 reaction equation
[Cl:1][C:2]1[N:3]=[C:4]([N:13]2[CH2:18][CH2:17][O:16][CH2:15][CH2:14]2)[C:5]2[S:10][C:9]([CH:11]=O)=[CH:8][C:6]=2[N:7]=1.[CH3:19][S:20]([CH2:23][CH2:24][NH2:25])(=[O:22])=[O:21]>CO.C(O)C.[Pd]>[Cl:1][C:2]1[N:3]=[C:4]([N:13]2[CH2:18][CH2:17][O:16][CH2:15][CH2:14]2)[C:5]2[S:10][C:9]([CH2:11][NH:25][CH2:24][CH2:23][S:20]([CH3:19])(=[O:22])=[O:21])=[CH:8][C:6]=2[N:7]=1

Participants

6

Reactant 2

HCID 43405612-(Methylsulfonyl)ethanamineHCID 457899852-Chloro-4-morpholinothieno[3,2-d]pyrimidine-6-carbaldehyde

Product 1

HCID 86618448HCID 86618448, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 887MethanolSolvent

Procedure

To a solution of 2-chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidine-6-carbaldehyde (277 mg) in methanol (10 mL) was added 2-methanesulfonyl-ethylamine (234 mg) and the reaction stirred at room temperature for 16 h. The solvent was reduced in vacuo and the residue redissolved in ethanol (50 mL). Palladium on carbon (20 mg) was added and the reaction stirred at room temperature under a hydrogen balloon for 48 h. The reaction was then filtered through Celite and the filtrate reduced in vacuo to give (2-chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidin-6-ylmethyl)-(2-methanesulfonyl-ethyl)-amine as a white solid.

Workup

  1. stirringthe reaction stirred at room temperature under a hydrogen balloon for 48 h
  2. filtrationThe reaction was then filtered through Celite

Sources & evidence

ORD record
ord-85b5815044fc45a79e1cc9a43c4246a1
Source dataset
uspto-grants-2010_12
Patent number
US07846929B2

Reaction notes

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