Water → HCID 59210688, compound

HRID 2243301Notes

Reaction equation

HRID 2243301 reaction equation
Br[CH2:2][C:3]1[C:8]2[N:9]=[C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[C:14]([F:18])[CH:13]=3)[S:11][C:7]=2[CH:6]=[CH:5][CH:4]=1.[OH:19][CH2:20][CH:21]([CH2:30][C:31]1[CH:36]=[CH:35][C:34]([C:37]([O:39][CH3:40])=[O:38])=[CH:33][CH:32]=1)[CH2:22][CH2:23][CH2:24][CH2:25][C:26]([O:28][CH3:29])=[O:27].O>C1C=CC=CC=1.[Ag]=O>[F:18][C:14]1[CH:13]=[C:12]([C:10]2[S:11][C:7]3[CH:6]=[CH:5][CH:4]=[C:3]([CH2:2][O:19][CH2:20][CH:21]([CH2:30][C:31]4[CH:32]=[CH:33][C:34]([C:37]([O:39][CH3:40])=[O:38])=[CH:35][CH:36]=4)[CH2:22][CH2:23][CH2:24][CH2:25][C:26]([O:28][CH3:29])=[O:27])[C:8]=3[N:9]=2)[CH:17]=[CH:16][CH:15]=1

Participants

6

Reactant 3

HCID 962WaterHCID 14576804HCID 14576804, compoundHCID 17958587HCID 17958587, compound

Product 1

HCID 59210688HCID 59210688, compound

Reagents, catalysts & solvents 2

HCID 92152Silver(II) oxideCatalystHCID 241BenzeneSolvent

Procedure

Under argon, 102.8 mg (0.32 mmol) of 4-bromomethyl-2-(3-fluorophenyl)-benzothiazole and 300 mg of MS3A are dissolved in 5 ml of benzene. At room temperature, 82 mg (0.27 mmol) of methyl 6-hydroxymethyl-7-(4-methoxycarbonyl-phenyl)heptanoate (synthesis cf. EP-A-0 341 551, p. 31, Ex. 42) and 92 mg (0.40 mmol) of silver oxide are added. The mixture is stirred at room temperature for 6 days. About 0.2 ml of water is added, the mixture is filtered through Extrelut, which is washed with toluene, and the filtrate is concentrated under reduced pressure and chromatographed.

Workup

  1. filtrationthe mixture is filtered through Extrelut, which
  2. washis washed with toluene
  3. concentrationthe filtrate is concentrated under reduced pressure
  4. customchromatographed

Sources & evidence

ORD record
ord-e27daec8056c4b0e8e5a4a1881daad4c
Source dataset
uspto-grants-2010_03
Patent number
US07674825B2

Reaction notes

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