Ethanolamine → HCID 66678959, compound

HRID 1771529Notes

Reaction equation

HRID 1771529 reaction equation
C1(O[C:8](=[O:26])[NH:9][C:10]2[CH:15]=[CH:14][C:13]([B:16]3[O:20][C:19]([CH3:22])([CH3:21])[C:18]([CH3:24])([CH3:23])[O:17]3)=[C:12]([F:25])[CH:11]=2)C=CC=CC=1.C(N(CC)CC)C.[CH2:34]([CH2:36][NH2:37])[OH:35]>CN(C=O)C>[F:25][C:12]1[CH:11]=[C:10]([NH:9][C:8]([NH:37][CH2:36][CH2:34][OH:35])=[O:26])[CH:15]=[CH:14][C:13]=1[B:16]1[O:20][C:19]([CH3:22])([CH3:21])[C:18]([CH3:23])([CH3:24])[O:17]1

Participants

5

Reactant 3

HCID 700EthanolamineHCID 8471TriethylamineHCID 66678788Phenyl(3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamate2×

Product 1

HCID 66678959HCID 66678959, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

To a stirred solution of phenyl(3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamate (intermediate 12) (1.0 g, 2.8 mmol) in DMF (2 mL) was added triethylamine (1.3 mL, 9.0 mmol) followed by ethanolamine (0.84 mL, 14.0 mmol) and stirred at 50° C. for 2 hours. The reaction mixture was concentrated in-vacuo to afford a white solid (1.84 g, quantitative).

Workup

  1. concentrationThe reaction mixture was concentrated in-vacuo
  2. customto afford a white solid (1.84 g, quantitative)

Sources & evidence

ORD record
ord-55819d70c4db4f2d8afe45243cedf2cb
Source dataset
uspto-grants-2016_02
Patent number
US09249129B2

Reaction notes

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