Acetyl chloride → HCID 57413809, compound

HRID 532489Notes

Reaction equation

HRID 532489 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([S:8]([CH3:11])(=[O:10])=[O:9])[CH:5]=[CH:4][C:3]=1[C:12]1[C:16]2[N:17]=[CH:18][N:19]=[C:20]([O:21][CH:22]3[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]3)[C:15]=2[S:14][CH:13]=1.[C:28](Cl)(=[O:30])[CH3:29].C(N(C(C)C)CC)(C)C>C(OC(=O)C)C>[F:1][C:2]1[CH:7]=[C:6]([S:8]([CH3:11])(=[O:9])=[O:10])[CH:5]=[CH:4][C:3]=1[C:12]1[C:16]2[N:17]=[CH:18][N:19]=[C:20]([O:21][CH:22]3[CH2:23][CH2:24][N:25]([C:28](=[O:30])[CH3:29])[CH2:26][CH2:27]3)[C:15]=2[S:14][CH:13]=1

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 81531DiisopropylethylamineHCID 57415609HCID 57415609, compound

Product 1

HCID 57413809HCID 57413809, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

30 mg (0.0736 mmol) of 7-(2-fluoro-4-methanesulfonyl-phenyl)-4-(piperidin-4-yloxy)thieno[3,2-d]pyrimidine was dissolved in 1 ml of dimethylchloride, and 20 (0.147 mmol) of acetyl chloride and 19 μl (0.110 mmol) of diisopropylethylamine were added thereto. The mixture was stirred at room temperature for 13 hr. The resulting mixture was dissolved in ethylacetate and washed with sodium bicarbonate. The organic layer was dried over anhydrous magnesium sulfate, and concentrated under a reduced pressure to obtain 17 mg of the title compound as a pale yellow solid.

Workup

  1. washwashed with sodium bicarbonate
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated under a reduced pressure

Sources & evidence

ORD record
ord-a8888998330d42f6bc3d2384332879c6
Source dataset
uspto-grants-2014_10
Patent number
US08853213B2

Reaction notes

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