HCID 68803597, compound → HCID 74044746, compound

HRID 1266647Notes

Reaction equation

HRID 1266647 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH2:8][CH:9]([CH:23]2[O:27][C:26](=O)[CH:25]([CH2:29][CH2:30][C:31]([O:34]C(=O)C(F)(F)F)([CH3:33])[CH3:32])[CH2:24]2)[NH:10][C:11]([C:13]2[CH:22]=[N:21][C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[N:14]=2)=[O:12])[CH:5]=[CH:6][CH:7]=1>CO>[F:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:6][CH:7]=1)[CH2:8][CH:9]([NH:10][C:11]([C:13]1[CH:22]=[N:21][C:20]2[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:14]=1)=[O:12])[CH:23]([OH:27])[CH2:24][CH:25]([C:26]1[NH:10][CH:11]=[CH:13][N:14]=1)[CH2:29][CH2:30][C:31]([OH:34])([CH3:33])[CH3:32]

Participants

3

Reactant 1

HCID 68803597HCID 68803597, compound

Product 1

HCID 74044746HCID 74044746, compoundYield 206.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of trifluoro-acetic acid 3-(5-{2-(3-fluoro-phenyl)-1-[(quinoxaline-2-carbonyl)-amino]-ethyl}-2-oxo-tetrahydro-furan-3-yl)-1,1-dimethyl-propyl ester (212 mg, 0.378 mmol) in methanol (4 mL) was added aminoacetalaldehyde dimethyl acetal (0.375 mL, 3.44 mM) and stirred for 14 days. The reaction was concentrated to provide the crude product which was purified by silica get chromatography to yield the title compound (197 mg, 91%).

Workup

  1. concentrationThe reaction was concentrated
  2. customto provide the crude product which
  3. customwas purified by silica
  4. customget chromatography

Sources & evidence

ORD record
ord-adcb461acac84316933f55ca0d85af54
Source dataset
uspto-grants-2003_04
Patent number
US06548671B2

Reaction notes

Loading…