HCID 18767705, compound → HCID 18767720, compound

HRID 2105658Notes

Reaction equation

HRID 2105658 reaction equation
[O:1]=[C:2]1[N:10]([CH2:11][CH2:12][CH3:13])[C:9]2[N:8]=[C:7]([C:14]34[CH2:22][C:18]([C:23](O)=[O:24])([CH2:19][CH2:20][CH2:21]3)[CH2:17][CH2:16][CH2:15]4)[NH:6][C:5]=2[C:4](=[O:26])[N:3]1[CH2:27][CH2:28][CH3:29]>C1COCC1>[OH:24][CH2:23][C:18]12[CH2:22][C:14]([C:7]3[NH:6][C:5]4[C:4](=[O:26])[N:3]([CH2:27][CH2:28][CH3:29])[C:2](=[O:1])[N:10]([CH2:11][CH2:12][CH3:13])[C:9]=4[N:8]=3)([CH2:15][CH2:16][CH2:17]1)[CH2:21][CH2:20][CH2:19]2

Participants

3

Reactant 1

HCID 18767705HCID 18767705, compound

Product 1

HCID 18767720HCID 18767720, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

5-(2,6-Dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-bicyclo[3.3.1]nonane-1-carboxylic acid (700 mg) was taken in THF (25 ml). BH3. THF (1M, 3.5 ml) was added and stirred at rt overnight. Next day the reaction was quenched with MeOH. Solvent was removed by rotavap. Diluted with water and extracted with ethyl acetate, washed with water, brine, dried over Na2SO4 and concentrated. Yield 690 mg. Mass (ES+ 389)

Workup

  1. customNext day the reaction was quenched with MeOH
  2. customSolvent was removed by rotavap
  3. additionDiluted with water
  4. extractionextracted with ethyl acetate
  5. washwashed with water, brine
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-35e3db368a8944239bf67267c2c71fff
Source dataset
uspto-grants-2009_08
Patent number
US07579354B2

Reaction notes

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