Acetic Anhydride → HCID 58706903, compound

HRID 1716510Notes

Reaction equation

HRID 1716510 reaction equation
C(O[C:5](=[O:7])[CH3:6])(=O)C.[CH3:8][C:9]1[CH:14]=[CH:13][N:12]=[C:11]([NH:15][C:16]2[N:21]=[C:20]([C:22]3[S:26][C:25]([C@@H:27]([NH2:29])[CH3:28])=[N:24][CH:23]=3)[CH:19]=[CH:18][CH:17]=2)[CH:10]=1>N1C=CC=CC=1>[CH3:8][C:9]1[CH:14]=[CH:13][N:12]=[C:11]([NH:15][C:16]2[N:21]=[C:20]([C:22]3[S:26][C:25]([C@@H:27]([NH:29][C:5](=[O:7])[CH3:6])[CH3:28])=[N:24][CH:23]=3)[CH:19]=[CH:18][CH:17]=2)[CH:10]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 58706471HCID 58706471, compound

Product 1

HCID 58706903HCID 58706903, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Acetic anhydride (0.02 ml, 0.24 mmol) was added to a solution of N—((S)-1-{5-[6-(4-methyllpyridin-2-ylamino)pyridin-2-yl]thiazol-2-yl}ethyl)amine (50 mg, 0.16 mmol) obtained in Example 9 in pyridine (3 ml) and the mixture was stirred at room temperature for 2 hours. The reaction solution was concentrated and extracted with a mixed solution of ethyl acetate-tetrahydrofuran. The organic layer was washed with a saturated brine and dried over magnesium sulfate. The obtained residue was washed with diisoprpyl ether and dried in vacuo and the title compound (43 mg, 76%) was obtained.

Workup

  1. concentrationThe reaction solution was concentrated
  2. extractionextracted with a mixed solution of ethyl acetate-tetrahydrofuran
  3. washThe organic layer was washed with a saturated brine
  4. dry with materialdried over magnesium sulfate
  5. washThe obtained residue was washed with diisoprpyl ether
  6. customdried in vacuo

Sources & evidence

ORD record
ord-02170abc2ed34ddeacf377e6e84120bc
Source dataset
uspto-grants-2010_09
Patent number
US07803801B2

Reaction notes

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