O-Methylhydroxylamine → HCID 86664576, compound

HRID 1631363Notes

Reaction equation

HRID 1631363 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C@H:10]2[CH2:14][CH2:13][CH2:12][N:11]2[C:15]2[CH:20]=[CH:19][N:18]3[N:21]=[CH:22][C:23]([C:24](O)=[O:25])=[C:17]3[N:16]=2)[C:5]([O:8][CH3:9])=[N:6][CH:7]=1.[CH3:27][O:28][NH2:29]>>[F:1][C:2]1[CH:3]=[C:4]([C@H:10]2[CH2:14][CH2:13][CH2:12][N:11]2[C:15]2[CH:20]=[CH:19][N:18]3[N:21]=[CH:22][C:23]([C:24]([NH:29][O:28][CH3:27])=[O:25])=[C:17]3[N:16]=2)[C:5]([O:8][CH3:9])=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 4113O-MethylhydroxylamineHCID 66847769HCID 66847769, compound

Product 1

HCID 86664576HCID 86664576, compoundYield 67%

Procedure

Prepared by the method described in Example 1 using (R)-5-(2-(5-fluoro-2-methoxypyridin-3-yl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidine-3-carboxylic acid (Preparation K) and O-methylhydroxylamine. The combined organic extracts were concentrated and the residue was purified by reverse phase HPLC (0-80% acetonitrile/water) to yield the title compound (29 mg, 67% yield). MS (apci) m/z=387.0 (M+H).

Workup

  1. customPrepared by the method
  2. concentrationThe combined organic extracts were concentrated
  3. customthe residue was purified by reverse phase HPLC (0-80% acetonitrile/water)

Sources & evidence

ORD record
ord-3aded3a3960b474d86a720d58bb5e26d
Source dataset
uspto-grants-2014_07
Patent number
US08791123B2

Reaction notes

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