Propylamine → (2-Chlorothieno[3,2-d]pyrimidin-4-yl)propylamine

HRID 1788031Notes

Reaction equation

HRID 1788031 reaction equation
[Cl:1][C:2]1[N:3]=[C:4](Cl)[C:5]2[S:10][CH:9]=[CH:8][C:6]=2[N:7]=1.[CH2:12]([NH2:15])[CH2:13][CH3:14].C(N(C(C)C)CC)(C)C>O1CCCC1>[Cl:1][C:2]1[N:3]=[C:4]([CH2:14][CH2:13][CH2:12][NH2:15])[C:5]2[S:10][CH:9]=[CH:8][C:6]=2[N:7]=1

Participants

5

Reactant 3

HCID 7852PropylamineHCID 81531DiisopropylethylamineHCID 127128322,4-Dichlorothieno[3,2-d]pyrimidine

Product 1

HCID 86616281(2-Chlorothieno[3,2-d]pyrimidin-4-yl)propylamineYield 92%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3.95 g (19.26 mmol) of 2,4-dichlorothieno[3,2-d]pyrimidine (III), 1.90 mL (23.11 mmol) of propylamine, and 6.71 mL (38.52 mmol) of diisopropylethylamine are stirred for 16 hours in 40 mL of tetrahydrofuran at ambient temperature. Then the reaction mixture is concentrated by evaporation, the residue is combined with water. The precipitate formed is suction filtered and dried. 4.03 g of product IV (92%) is obtained as a powder.

Workup

  1. concentrationThen the reaction mixture is concentrated by evaporation
  2. customThe precipitate formed
  3. filtrationfiltered
  4. customdried

Sources & evidence

ORD record
ord-b95c000b4614497ab9487d47603617b3
Source dataset
uspto-grants-2009_03
Patent number
US07511045B2

Reaction notes

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