Lithium Hydroxide → HCID 46945537, compound

HRID 2047157Notes

Reaction equation

HRID 2047157 reaction equation
[NH2:1][C:2]1[N:7]2[N:8]=[CH:9][C:10]([C:11]3[CH:12]=[N:13][C:14]4[C:19]([CH:20]=3)=[CH:18][CH:17]=[CH:16][CH:15]=4)=[C:6]2[N:5]=[C:4]([N:21]2[CH2:25][CH2:24][CH:23]([C:26]([O:28]C)=[O:27])[CH2:22]2)[CH:3]=1.C1COCC1.[Li+].[OH-]>O>[NH2:1][C:2]1[N:7]2[N:8]=[CH:9][C:10]([C:11]3[CH:12]=[N:13][C:14]4[C:19]([CH:20]=3)=[CH:18][CH:17]=[CH:16][CH:15]=4)=[C:6]2[N:5]=[C:4]([N:21]2[CH2:25][CH2:24][CH:23]([C:26]([OH:28])=[O:27])[CH2:22]2)[CH:3]=1

Participants

5

Reactant 3

HCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 58173499HCID 58173499, compound

Product 1

HCID 46945537HCID 46945537, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of methyl 1-(7-amino-3-(quinolin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)pyrrolidine-3-carboxylate (19 mg, 0.050 mmol) in a 2:1 mixture of THF and H2O (3 mL) was added 1 N LiOH solution (0.25 mL). The reaction mixture was stirred at rt overnight and concentrated in vacuo. The residue was purified by prep-LC to afford the title compound. LC/MS RT=2.80 min. Mass calculated for, M+H 375.16, observed 375.15.

Workup

  1. concentrationconcentrated in vacuo
  2. customThe residue was purified by prep-LC

Sources & evidence

ORD record
ord-e78fcbb6acbb4a7c8ab8b556f745bf69
Source dataset
uspto-grants-2013_11
Patent number
US08591943B2

Reaction notes

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