Ethanol → HCID 9280033, compound

HRID 910187Notes

Reaction equation

HRID 910187 reaction equation
[CH3:1][C:2]1[NH:3][C:4]([NH2:18])(Cl)[C:5]2[C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)=[CH:9][S:8][C:6]=2[N:7]=1.N[CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=1.C(O)C>O>[CH3:1][C:2]1[N:3]=[C:4]([NH:18][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=2)[C:5]2[C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)=[CH:9][S:8][C:6]=2[N:7]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 195092-PyridinemethanamineHCID 178432424HCID 178432424, compound

Product 1

HCID 9280033HCID 9280033, compoundYield 842.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In a 10 ml glass tube were placed 2-methyl-4-chloro-5-phenylthieno[2,3-d]pyrimidin-4-ylamine (0.076 g, 0.293 mmol), 2-(aminomethyl)pyridine (0.0364 g, 0.03 mmol) and ethanol (2.5 ml). The vessel was sealed with a septum and placed in the microwave cavity. Microwave irradiation of 200 W was used, the temperature being ramped from room temperature to 150° C. Once 150° C. was reached, the reaction mixture was held at this temperature for 10 minutes. After cooling to ambient temperature, water (4 ml) was added and the mixture stirred for 2.5 hours. The resulting solid was collected by filtration, washed with water and dried in vacuo to give 2-methyl-N-(2-pyridyl)methyl-5-phenylthieno[2,3-d]pyrimidin-4-ylamine (0.084 g) as an off white solid, m.pt. 110-112° C.

Workup

  1. customIn a 10 ml glass tube were placed
  2. customThe vessel was sealed with a septum
  3. customMicrowave irradiation of 200 W
  4. custombeing ramped from room temperature to 150° C
  5. customOnce 150° C.
  6. filtrationThe resulting solid was collected by filtration
  7. washwashed with water
  8. customdried in vacuo

Sources & evidence

ORD record
ord-dda66122a5bf4c62a838eaa4ed186057
Source dataset
uspto-grants-2011_09
Patent number
US08022076B2

Reaction notes

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