Sodium Acetate → HCID 136386383, compound

HRID 567755Notes

Reaction equation

HRID 567755 reaction equation
Cl.[CH3:2][O:3][NH2:4].C([O-])(=O)C.[Na+].[Cl:10][C:11]1[CH:12]=[C:13]([CH:26]=[CH:27][CH:28]=1)[NH:14][C:15]1[C:16]2[CH:23]=[C:22]([CH:24]=O)[NH:21][C:17]=2[N:18]=[CH:19][N:20]=1>O.CO>[CH3:2][O:3][N:4]=[CH:24][C:22]1[NH:21][C:17]2[N:18]=[CH:19][N:20]=[C:15]([NH:14][C:13]3[CH:26]=[CH:27][CH:28]=[C:11]([Cl:10])[CH:12]=3)[C:16]=2[CH:23]=1

Participants

6

Reactant 3

HCID 517045Sodium AcetateHCID 521874O-Methylhydroxylamine hydrochlorideHCID 110976994-(3-chloroanilino)-6-formyl-7H-pyrrolo[2,3-d]pyrimidine

Product 1

HCID 136386383HCID 136386383, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

69.3 mg (0.83 mmol) of O-methylhydroxylamine hydrochloride and 69.3 mg (0.845 mmol) of sodium acetate in 1 ml of water are added to 163.3 mg (0.5 mmol) of 4-(3-chloroanilino)-6-formyl-7H-pyrrolo[2,3-d]pyrimidine (stage1.6) in 1 ml of methanol. The suspension is heated to boiling for 4 h, cooled and filtered, and the residue is washed with water/isopropanol and finally diethyl ether. 4-(3-Chloroanilino)-7H-pyrrolo[2,3-d]pyrimidine-6-carbaldehyde O-methyl oxime is obtained; HPLC: tRet(Grad20)=11.3; TLC-Rf=0.31 (CH2Cl2/methanol 10:1) FAB-MS: (M+H)+=302.

Workup

  1. temperatureThe suspension is heated
  2. temperaturecooled
  3. filtrationfiltered
  4. washthe residue is washed with water/isopropanol and finally diethyl ether

Sources & evidence

ORD record
ord-10e4e6fc991b4834bd61bca2c62ec5cd
Source dataset
uspto-grants-2001_01
Patent number
US06180636B2

Reaction notes

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