Ethanolamine → HCID 21865120, compound

HRID 859020Notes

Reaction equation

HRID 859020 reaction equation
Br[C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[C:7]([O:11][C:12]3[CH:17]=[C:16]([C:18]4[CH:23]=[CH:22][C:21]([C:24]([F:27])([F:26])[F:25])=[CH:20][CH:19]=4)[N:15]=[CH:14][N:13]=3)[C:5]=2[N:6]=1.[CH2:28]([CH2:30][NH2:31])[OH:29]>O1CCOCC1>[F:25][C:24]([F:27])([F:26])[C:21]1[CH:22]=[CH:23][C:18]([C:16]2[N:15]=[CH:14][N:13]=[C:12]([O:11][C:7]3[C:5]4[N:6]=[C:2]([NH:31][CH2:30][CH2:28][OH:29])[S:3][C:4]=4[CH:10]=[CH:9][CH:8]=3)[CH:17]=2)=[CH:19][CH:20]=1

Participants

4

Reactant 2

HCID 700EthanolamineHCID 10321598HCID 10321598, compound

Product 1

HCID 21865120HCID 21865120, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
200 °C

Procedure

To 2-bromo-4-[6-(4-trifluoromethyl-phenyl)-pyrimidin-4-yloxy]-benzothiazole, (Example 86), (90 mg, 0.2 mmol) dissolved in dioxane (1 mL) was added ethanolamine (0.06 mL, 1 mmol, Aldrich). The reaction mixture was heated in microwave synthesizer at 200° C. for 10 min, allowed to cool to room temperature and evaporated in vacuum. Purification of the residue by silica gel chromatography (1:1 of EtOAc/hexanes) provided the title compound as a white solid. MS (ESI, pos. ion) m/z: 433 (M+1).

Workup

  1. temperatureto cool to room temperature
  2. customevaporated in vacuum
  3. customPurification of the residue by silica gel chromatography (1:1 of EtOAc/hexanes)

Sources & evidence

ORD record
ord-58f0160af5c645fca9b50981c252b492
Source dataset
uspto-grants-2006_12
Patent number
US07148221B2

Reaction notes

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