3-Butyn-2-amine, 2-methyl- → HCID 131718820, compound

HRID 1768517Notes

Reaction equation

HRID 1768517 reaction equation
C(O[C:4]([C:6]1[C:11](=[O:12])[NH:10][C:9]2[CH:13]=[CH:14][S:15][C:8]=2[C:7]=1[OH:16])=[O:5])C.[CH3:17][C:18]([NH2:22])([C:20]#[CH:21])[CH3:19]>CCO>[CH3:17][C:18]([NH:22][C:4]([C:6]1[C:11](=[O:12])[NH:10][C:9]2[CH:13]=[CH:14][S:15][C:8]=2[C:7]=1[OH:16])=[O:5])([CH3:19])[C:20]#[CH:21]

Participants

4

Reactant 2

HCID 763193-Butyn-2-amine, 2-methyl-HCID 54710119HCID 54710119, compound

Product 1

HCID 131718820HCID 131718820, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3.1 g (13 mmol) of 6-ethoxycarbonyl-7-hydroxy-thieno[3,2-b]pyridin-5(4H)-one and 1.3 g (1.2 eq.) of 1,1-dimethylpropargylamine in 80 ml of EtOH were stirred for 8 hours at 150° C. in an autoclave. The solvent was removed under reduced pressure and the solid residue was stirred with diethyl ether. The solid was filtered off and purified chromatographically (silica gel, methylene chloride/methanol =8/1).

Workup

  1. customThe solvent was removed under reduced pressure
  2. filtrationThe solid was filtered off
  3. custompurified chromatographically (silica gel, methylene chloride/methanol =8/1)

Sources & evidence

ORD record
ord-7e43b7f590914ef49d58ea8f4d6de2cd
Source dataset
uspto-grants-1995_01
Patent number
US05378679

Reaction notes

Loading…