Benzylamine → HCID 67337539, compound

HRID 2382213Notes

Reaction equation

HRID 2382213 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[O:8][C@H:7]([C@H:12]1[CH2:14][O:13]1)[CH2:6][CH2:5]2.[CH2:15]([NH2:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>CO>[C:16]1([CH2:15][N:22]=[CH:14][C@H:12]([C@@H:7]2[CH2:6][CH2:5][C:4]3[C:9](=[CH:10][CH:11]=[C:2]([F:1])[CH:3]=3)[O:8]2)[OH:13])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 7504BenzylamineHCID 51698391(+)-(S,R)-6-Fluoro-3,4-dihydro-2-(2-oxiranyl)-2H-1-benzopyran

Product 1

HCID 67337539HCID 67337539, compoundYield 65.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(S)-6-fluoro-3,4-dihydro-2-((R)-oxiran-2-yl)-2H-chromene (30 mg, 0.154 mmol) was dissolved in methanol (2 ml) and kept under stirring. benzylamine (40 mg, 0.374 mmol) was added and the reaction mixture left to stir. After checking the reaction outcome, the solution was concentrated under reduced pressure and the crude residue further dried at 30° C. in vacuo to furnish 30 mg of (R)-2-(phenylmethylimino)-1-((S)-6-fluoro-3,4-dihydro-2H-chromen-2-yl)ethanol as a white solid (64% yield).

Workup

  1. waitthe reaction mixture left
  2. stirringto stir
  3. concentrationthe solution was concentrated under reduced pressure
  4. dry with materialthe crude residue further dried at 30° C. in vacuo

Sources & evidence

ORD record
ord-e94145a19c6d4ca78d61874ecb229f9f
Source dataset
uspto-grants-2012_09
Patent number
US08258323B2

Reaction notes

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