2-(Methylsulfonyl)ethanamine → HCID 86618448, compound

HRID 2098832Notes

Reaction equation

HRID 2098832 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-fa27d6276fcf466db2ecdb4463383ca4
Source dataset
uspto-grants-2013_05
Patent number
US08450315B2

Reaction notes

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