Hydrochloric Acid → HCID 68675774, compound

HRID 1993073Notes

Reaction equation

HRID 1993073 reaction equation
C([O:5][C:6](=[O:36])[CH2:7][CH:8]([C:33](=[S:35])[NH2:34])[C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][C:17]2[CH:18]=[C:19]([C:23]3[CH:28]=[CH:27][C:26]([C:29]([F:32])([F:31])[F:30])=[CH:25][CH:24]=3)[CH:20]=[CH:21][CH:22]=2)=[CH:11][CH:10]=1)(C)(C)C.Cl[CH2:38][C:39](=O)[CH3:40].Cl.[CH3:43][CH2:44]O>>[CH3:38][C:39]1[N:34]=[C:33]([CH:8]([C:9]2[CH:14]=[CH:13][C:12]([O:15][CH2:16][C:17]3[CH:18]=[C:19]([C:23]4[CH:24]=[CH:25][C:26]([C:29]([F:32])([F:30])[F:31])=[CH:27][CH:28]=4)[CH:20]=[CH:21][CH:22]=3)=[CH:11][CH:10]=2)[CH2:7][C:6]([O:5][CH2:43][CH3:44])=[O:36])[S:35][CH:40]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 6571ChloroacetoneHCID 86602461HCID 86602461, compound

Product 1

HCID 68675774HCID 68675774, compound

Conditions

Temperature
50 °C

Procedure

A solution of 51.2 (100 mg, 0.19 mmol) in EtOH (3 mL) was treated with chloroacetone (88 mg, 0.95 mmol). The resulting mixture was refluxed for 5 h. Aqueous HCl (6N, 25 μL) was added into above reaction mixture and the reaction was heated at 50° C. overnight. The solvent was removed under reduced pressure. The product was purified via flash chromatography (50% ethyl acetate in hexanes) to yield 51.3 (50 mg). MS ESI (pos.) m/e: 526 (M+H).

Workup

  1. temperatureThe resulting mixture was refluxed for 5 h
  2. customThe solvent was removed under reduced pressure
  3. customThe product was purified via flash chromatography (50% ethyl acetate in hexanes)

Sources & evidence

ORD record
ord-582315fc8efc4219be3b5553a27fa2c0
Source dataset
uspto-grants-2010_01
Patent number
US07649110B2

Reaction notes

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