Sodium Hydroxide → HCID 178506011, compound

HRID 1241335Notes

Reaction equation

HRID 1241335 reaction equation
N([O-])=O.[Na+].N[C:6]1[N:14]=[C:13]2[C:9]([N:10]=[CH:11][NH:12]2)=[C:8]([Cl:15])[N:7]=1.[H+].[B-](F)(F)(F)[F:18].[OH-].[Na+]>>[Cl:15][C:8]1[N:7]=[C:6]([F:18])[N:14]=[C:13]2[C:9]=1[N:10]=[CH:11][NH:12]2

Participants

5

Reactant 4

HCID 14798Sodium HydroxideHCID 28118Tetrafluoroboric acidHCID 23668193Sodium NitriteHCID 1785084356-chloro-1H-purin-2-amine

Product 1

HCID 178506011HCID 178506011, compound

Procedure

A 0.3 M aqueous solution of NaNO2 (200 mL, 60 mmol) was added dropwise to a cooled (−15° C.), vigorously stirred suspension of 2-amino-6-chloro-9H-purine (6.0 g, 35.4 mmol) in 120 mL HBF4 (48 w % in H20, 0.92 mol) over 75 min. The pale yellow reaction was stirred at r. t. for 20 min and then recooled to −15° C. and neutralized to PH=6.0 with aqueous NaOH (50 w % in H2O). The water was removed in vacuo and the resulting orange solid chromatographed on silica gel (90:10 CH2Cl2:MeOH, Rf 0.50). The final product was obtained as white solid (3.0 g, 49.1%).

Workup

  1. temperaturea cooled
  2. customThe pale yellow reaction
  3. customThe water was removed in vacuo
  4. customthe resulting orange solid chromatographed on silica gel (90:10 CH2Cl2:MeOH, Rf 0.50)

Sources & evidence

ORD record
ord-9c7be4da23314de5afbe26544ad13b17
Source dataset
uspto-grants-2006_10
Patent number
US07115589B2

Reaction notes

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