Hydrazine hydrate (1:1) → 9-(3-Aminopropyl)-2-butoxy-8-methoxy-9H-purin-6-amine

HRID 558450Notes

Reaction equation

HRID 558450 reaction equation
[NH2:1][C:2]1[N:10]=[C:9]([O:11][CH2:12][CH2:13][CH2:14][CH3:15])[N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([O:30][CH3:31])[N:6]2[CH2:16][CH2:17][CH2:18][N:19]1C(=O)C2C(=CC=CC=2)C1=O.O.NN>C(O)C>[NH2:19][CH2:18][CH2:17][CH2:16][N:6]1[C:5]([O:30][CH3:31])=[N:4][C:3]2[C:7]1=[N:8][C:9]([O:11][CH2:12][CH2:13][CH2:14][CH3:15])=[N:10][C:2]=2[NH2:1]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 582909572-[3-(6-Amino-2-butoxy-8-methoxy-9H-purin-9-yl)propyl]-1H-isoindole-1,3(2H)-dione

Product 1

HCID 231585469-(3-Aminopropyl)-2-butoxy-8-methoxy-9H-purin-6-amine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The product from step (vi) (1 g) was dissolved in ethanol (10 ml) and hydrazine monohydrate (1 ml) was added and stirred at ambient temperature for 10 h. The resultant was concentrated under reduced pressure and the residue suspended in DCM (10 ml) and stirred for 1 h. The suspension was filtered, washed with DCM. The solution was washed with water and dried. The solution was concentrated under reduced pressure to give the subtitled compound. Yield 700 mg.

Workup

  1. concentrationThe resultant was concentrated under reduced pressure
  2. stirringstirred for 1 h
  3. filtrationThe suspension was filtered
  4. washwashed with DCM
  5. washThe solution was washed with water
  6. customdried
  7. concentrationThe solution was concentrated under reduced pressure

Sources & evidence

ORD record
ord-fbaf20d7e5064f55ba6b2573b2764aee
Source dataset
uspto-grants-2011_11
Patent number
US08063051B2

Reaction notes

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