Hydrochloric Acid → HCID 11681207, compound

HRID 2246903Notes

Reaction equation

HRID 2246903 reaction equation
[OH-:1].[K+].[NH2:3][CH2:4][C:5]1[C:10]2[N:11]([CH3:14])[CH:12]=[N:13][C:9]=2[CH:8]=[C:7]([C:15]#[N:16])[C:6]=1[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[Cl:23].Cl>OO.CO>[NH2:3][CH2:4][C:5]1[C:10]2[N:11]([CH3:14])[CH:12]=[N:13][C:9]=2[CH:8]=[C:7]([C:15]([NH2:16])=[O:1])[C:6]=1[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[Cl:23]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 11572962HCID 11572962, compound

Product 1

HCID 11681207HCID 11681207, compoundYield 68.2%

Reagents, catalysts & solvents 2

HCID 784Hydrogen PeroxideSolventHCID 887MethanolSolvent

Procedure

A solution of KOH (30 mg, 0.54 mmol) in 30% H2O2 (2 mL) was added to a solution of Example 23 (80 mg, 0.27 mmol) in methanol (6 mL) at r.t. After stirring for 16 h, the solution was neutralized with 1N HCl and concentrated in vacuo. Purification by Prep-HPLC yielded 58 mg (50%) of the title compound as a white solid. 1H NMR (400 MHz, MeOD-d4): δ 9.19 (s, 1H), 8.10 (s, 1H), 7.43-7.60 (m, 4H), 4.41 (qAB, 2H, J=158.8, 14.8 Hz), 4.32 (s, 3H). MS (ES) [m+H] calc'd for C16H15N4OCl, 315, 317; found 315, 317.

Workup

  1. concentrationconcentrated in vacuo
  2. customPurification by Prep-HPLC

Sources & evidence

ORD record
ord-dd0dc917f11a431dbb5f913dd56ada20
Source dataset
uspto-grants-2010_03
Patent number
US07687638B2

Reaction notes

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