Acetyl chloride → HCID 136372575, compound

HRID 131508Notes

Reaction equation

HRID 131508 reaction equation
C([Cl:4])(=O)C.[CH3:5][O:6][CH2:7][CH2:8][C@H:9]1[CH2:14][N:13]([C:15]2[C:24]3[N:23]=[C:22]([C:25]([F:28])([F:27])[F:26])[S:21][C:20]=3[NH:19][C:18]3[CH:29]=[CH:30][CH:31]=[CH:32][C:17]=3[N:16]=2)[CH2:12][CH2:11][N:10]1[CH2:33][CH2:34][OH:35]>C(O)C>[ClH:4].[ClH:4].[CH3:5][O:6][CH2:7][CH2:8][CH:9]1[CH2:14][N:13]([C:15]2[C:24]3[N:23]=[C:22]([C:25]([F:28])([F:27])[F:26])[S:21][C:20]=3[NH:19][C:18]3[CH:29]=[CH:30][CH:31]=[CH:32][C:17]=3[N:16]=2)[CH2:12][CH2:11][N:10]1[CH2:33][CH2:34][OH:35]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 136090362HCID 136090362, compound

Product 1

HCID 136372575HCID 136372575, compoundYield 79.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

Add a solution of acetyl chloride (0.194 mL, 2.47 mmol) in absolute ethanol to a solution of freebase (S)-2-[2-(2-methoxy-ethyl)-4-(2-trifluoromethyl-4H-3-thia-1,4,9-triaza-benzo[f]azulene-10-yl)-piperazin-1-yl]-ethanol (0.213 g, 0.468 mmol) in absolute ethanol and stir. Isolate the precipitated solid by suction filtration, washing with diethyl ether, and dry the solid at ambient temperature under reduced pressure overnight to give the title compound (0.197 g, 79.8%): mass spectrum (APCI, m/e): 456 (M+1); exact mass spectrum (ES+, m/e, C20H24F3N5O2S.2HCl): calc. 456.1681 (M+1-2HCl), found 456.1668.

Workup

  1. customIsolate the precipitated solid
  2. filtrationby suction filtration
  3. washwashing with diethyl ether
  4. customdry the solid at ambient temperature under reduced pressure overnight

Sources & evidence

ORD record
ord-036b22450176421a954e08ee03680a2e
Source dataset
uspto-grants-2008_06
Patent number
US07384934B2

Reaction notes

Loading…