Phosphorus oxychloride → HCID 59238209, compound

HRID 2068581Notes

Reaction equation

HRID 2068581 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[NH:15][C:16](=O)[C:17]3[N:18]([CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH:19]=[N:20][C:21]=3[N:22]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.O=P(Cl)(Cl)[Cl:32]>>[CH2:27]([O:26][C:24](=[O:25])[CH2:23][N:18]1[C:17]2[C:21](=[N:22][C:14]([N:11]3[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]3)=[N:15][C:16]=2[Cl:32])[N:20]=[CH:19]1)[CH3:28]

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 136079629HCID 136079629, compound

Product 1

HCID 59238209HCID 59238209, compound

Conditions

Temperature
80 °C

Procedure

A mixture of 0.6 g of 4-(7-ethoxycarbonylmethyl-6-oxo-6,7-dihydro-1H-purin-2-yl)-piperazine-1-carboxylic acid tert-butyl ester, 4 in 20 mL of POCl3 was heated to 80° C. for 4 h. The excess POCl3 was removed by concentration in vacuo. The residue was poured into ice water. The pH was adjusted by 5N NaOH. The solution was extracted with methylene chloride. The organic phase was concentrated in vacuo to afford 5.

Workup

  1. customThe excess POCl3 was removed by concentration in vacuo
  2. additionThe residue was poured into ice water
  3. extractionThe solution was extracted with methylene chloride
  4. concentrationThe organic phase was concentrated in vacuo
  5. customto afford 5

Sources & evidence

ORD record
ord-26d4360f9c5d447d911dfafbaad20844
Source dataset
uspto-grants-2012_10
Patent number
US08299023B2

Reaction notes

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