Sodium Hydroxide → HCID 57635938, compound

HRID 2109981Notes

Reaction equation

HRID 2109981 reaction equation
C[O:2][C:3](=[O:36])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([NH:10][C:11]2[N:16]3[N:17]=[CH:18][C:19]([CH2:20][CH2:21][CH2:22][CH2:23][C:24]([O:26]C)=[O:25])=[C:15]3[N:14]=[C:13]([NH:28][C:29]3[CH:34]=[CH:33][CH:32]=[C:31]([NH2:35])[CH:30]=3)[CH:12]=2)[CH:5]=1.[OH-].[Na+]>CO>[NH2:35][C:31]1[CH:30]=[C:29]([NH:28][C:13]2[CH:12]=[C:11]([NH:10][C:6]3[CH:5]=[C:4]([CH:9]=[CH:8][CH:7]=3)[C:3]([OH:36])=[O:2])[N:16]3[N:17]=[CH:18][C:19]([CH2:20][CH2:21][CH2:22][CH2:23][C:24]([OH:26])=[O:25])=[C:15]3[N:14]=2)[CH:34]=[CH:33][CH:32]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 57635953HCID 57635953, compound

Product 1

HCID 57635938HCID 57635938, compoundYield 53.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of compound (16a) (102.1 mg, 0.203 mmol) in 5 mL of MeOH was added 1 M NaOH (0.41 mL, 0.407 mmol). The reaction mixture was refluxed for 1 h, and concentrated. HPLC purification gave 3-[5-(3-amino-phenylamino)-3-(4-carboxy-butyl)-pyrazolo[1,5-a]pyrimidin-7-ylamino]-benzoic acid (17a) (50 mg).

Workup

  1. temperatureThe reaction mixture was refluxed for 1 h
  2. concentrationconcentrated
  3. customHPLC purification

Sources & evidence

ORD record
ord-3b101b9968934c68b47e36305ad11049
Source dataset
uspto-grants-2009_04
Patent number
US07517882B2

Reaction notes

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