Triethylamine → HCID 67325418, compound

HRID 1626023Notes

Reaction equation

HRID 1626023 reaction equation
CS([C:5]1[N:6]=[C:7]([O:21][CH2:22][CH2:23][CH3:24])[C:8]2[N:13]=[C:12]([C:14]3[CH:19]=[CH:18][CH:17]=[C:16]([CH3:20])[CH:15]=3)[O:11][C:9]=2[N:10]=1)(=O)=O.Cl.[NH2:26][CH:27]1[CH2:32][CH2:31][O:30][CH2:29][CH2:28]1.C(N(CC)CC)C>CN(C=O)C>[CH2:22]([O:21][C:7]1[C:8]2[N:13]=[C:12]([C:14]3[CH:19]=[CH:18][CH:17]=[C:16]([CH3:20])[CH:15]=3)[O:11][C:9]=2[N:10]=[C:5]([NH:26][CH:27]2[CH2:32][CH2:31][O:30][CH2:29][CH2:28]2)[N:6]=1)[CH2:23][CH3:24]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 441186934-Aminotetrahydropyran hydrochlorideHCID 67175734HCID 67175734, compound

Product 1

HCID 67325418HCID 67325418, compoundYield 20.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 100 mg of 5-methanesulfonyl-7-propoxy-2-(3-methyl-phenyl)-oxazolo[5,4-d]pyrimidine, 40 mg of 4-aminotetrahydropyran hydrochloride and 39 μl of triethylamine in 3 ml of DMF was heated for 8 h to 50° C. After filtration, the solvent was distilled off in vacuo, and the product was isolated via preparative HPLC to yield 22 mg of the title compound.

Workup

  1. temperaturewas heated for 8 h to 50° C
  2. filtrationAfter filtration
  3. distillationthe solvent was distilled off in vacuo
  4. customthe product was isolated via preparative HPLC

Sources & evidence

ORD record
ord-3e1152d070d64fe69cfc9bf52c7420b3
Source dataset
uspto-grants-2014_07
Patent number
US08785439B2

Reaction notes

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