HCID 66900695, compound → HCID 66847804, compound

HRID 1631358Notes

Reaction equation

HRID 1631358 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C@H:13]2[CH2:17][CH2:16][CH2:15][N:14]2[C:18]2[CH:23]=[CH:22][N:21]3[N:24]=[CH:25][C:26]([C:27]([O:29]CC)=[O:28])=[C:20]3[N:19]=2)[CH:5]=[C:6]([O:8][CH2:9][CH2:10][O:11][CH3:12])[CH:7]=1>[OH-].[Na+].CO>[F:1][C:2]1[CH:3]=[C:4]([C@H:13]2[CH2:17][CH2:16][CH2:15][N:14]2[C:18]2[CH:23]=[CH:22][N:21]3[N:24]=[CH:25][C:26]([C:27]([OH:29])=[O:28])=[C:20]3[N:19]=2)[CH:5]=[C:6]([O:8][CH2:9][CH2:10][O:11][CH3:12])[CH:7]=1

Participants

4

Reactant 1

HCID 66900695HCID 66900695, compound

Product 1

HCID 66847804HCID 66847804, compoundYield 106.5%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

(R)-ethyl 5-(2-(3-fluoro-5-(2-methoxy ethoxy)phenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidine-3-carboxylate (178 mg, 0.415 mmol) was suspended in a mixture of 1N NaOH (5 mL) and MeOH (5 mL). The reaction mixture was stirred at ambient temperature until complete and quenched with 2N HCl (25 mL). The mixture was extracted with ethyl acetate and the combined organic fractions were concentrated to give the title compound (177 mg, 100% yield). MS (apci) m/z=401.0 (M+H).

Workup

  1. customquenched with 2N HCl (25 mL)
  2. extractionThe mixture was extracted with ethyl acetate
  3. concentrationthe combined organic fractions were concentrated

Sources & evidence

ORD record
ord-d611512f2f3f4ee4b3a3f7a133c0fe06
Source dataset
uspto-grants-2014_07
Patent number
US08791123B2

Reaction notes

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