Sodium Bicarbonate → HCID 24905251, compound

HRID 731802Notes

Reaction equation

HRID 731802 reaction equation
[NH2:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]2[N:8]([CH:27]([CH3:29])[CH3:28])[N:9]=[C:10]([C:11]3[CH:16]=[CH:15][C:14]([NH:17]C(=O)OC(C)(C)C)=[C:13]([O:25][CH3:26])[CH:12]=3)[C:3]=12.C([O-])(O)=O.[Na+]>C(Cl)Cl.C(O)(C(F)(F)F)=O.O>[NH2:17][C:14]1[CH:15]=[CH:16][C:11]([C:10]2[C:3]3[C:4](=[N:5][CH:6]=[N:7][C:2]=3[NH2:1])[N:8]([CH:27]([CH3:28])[CH3:29])[N:9]=2)=[CH:12][C:13]=1[O:25][CH3:26]

Participants

6

Reactant 2

HCID 516892Sodium BicarbonateHCID 24905150HCID 24905150, compound

Product 1

HCID 24905251HCID 24905251, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolvent2×HCID 6344DichloromethaneSolvent2×HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of tert-butyl 4-(4-amino-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-2-methoxyphenylcarbamate (BA20) (20 mg, 0.05 mmol) in CH2Cl2, TFA, S(CH2)2, H2O (45:45:5:5) (1 ml) was stirred at room temperature for 15 minutes. NaHCO3 (2 ml) was added till reaction was alkaline. Reaction was extrated with H2O and CH2Cl2. Organic phases were combined, concentrated in vacuo and purified by RP-HPLC (MeCN:H2O:0.1% TFA) to yield BA20d.

Workup

  1. customReaction
  2. concentrationconcentrated in vacuo
  3. custompurified by RP-HPLC (MeCN:H2O:0.1% TFA)
  4. customto yield BA20d

Sources & evidence

ORD record
ord-e6d778a8ca1c4899b9fea1c9cc8f74be
Source dataset
uspto-grants-2009_09
Patent number
US07585868B2

Reaction notes

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