Ammonia → HCID 6483432, compound

HRID 1391827Notes

Reaction equation

HRID 1391827 reaction equation
C([O:4][C@@H:5]1[C@@:9]([C:15]#[N:16])([CH2:10][O:11]C(=O)C)[O:8][C@@H:7]([N:17]2[C:26]3[N:25]=[C:24]([F:27])[N:23]=[C:21]([NH2:22])[C:20]=3[N:19]=[CH:18]2)[CH2:6]1)(=O)C.N>CO>[C:15]([C@:9]1([CH2:10][OH:11])[O:8][C@@H:7]([N:17]2[C:26]3[N:25]=[C:24]([F:27])[N:23]=[C:21]([NH2:22])[C:20]=3[N:19]=[CH:18]2)[CH2:6][C@@H:5]1[OH:4])#[N:16]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 67437715HCID 67437715, compound

Product 1

HCID 6483432HCID 6483432, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Compound 7 (53.7 mg, 0.142 mmol) was dissolved in methanol (1.90 ml), and 28% aqueous ammonia (1.30 ml) was added to the resultant solution, followed by stirring at room temperature for 30 minutes. The resultant reaction mixture was concentrated under reduced pressure, and then the resultant residue was purified by means of silica gel column chromatography (silica gel 10 ml, hexane/ethyl acetate (5:1), ethyl acetate, ethyl acetate/methanol (10:1)), to thereby yield compound 8 (30.2 mg, 0.10 mmol, 72.3%).

Workup

  1. customThe resultant reaction mixture
  2. concentrationwas concentrated under reduced pressure
  3. customthe resultant residue was purified by means of silica gel column chromatography (silica gel 10 ml, hexane/ethyl acetate (5:1), ethyl acetate, ethyl acetate/methanol (10:1))

Sources & evidence

ORD record
ord-3c9c3d7cc64244439ca2d5a8e5877c56
Source dataset
uspto-grants-2008_03
Patent number
US07339053B2

Reaction notes

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