Lithium Hydroxide → HCID 9954406, compound

HRID 480152Notes

Reaction equation

HRID 480152 reaction equation
C[O:2][C:3](=[O:32])[CH2:4][CH2:5][CH2:6][C:7]12[CH2:14][CH2:13][C:10]([C:15]3[NH:23][C:22]4[C:21](=[O:24])[N:20]([CH2:25][CH2:26][CH3:27])[C:19](=[O:28])[N:18]([CH2:29][CH2:30][CH3:31])[C:17]=4[N:16]=3)([CH2:11][CH2:12]1)[CH2:9][CH2:8]2.[Li+].[OH-]>C1COCC1>[O:28]=[C:19]1[N:18]([CH2:29][CH2:30][CH3:31])[C:17]2[N:16]=[C:15]([C:10]34[CH2:13][CH2:14][C:7]([CH2:6][CH2:5][CH2:4][C:3]([OH:32])=[O:2])([CH2:12][CH2:11]3)[CH2:8][CH2:9]4)[NH:23][C:22]=2[C:21](=[O:24])[N:20]1[CH2:25][CH2:26][CH3:27]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 11995553HCID 11995553, compound

Product 1

HCID 9954406HCID 9954406, compoundYield 81.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 4-[4-(2,6-dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-bicyclo[2.2.2]oct-1-yl]-butyric acid methyl ester (45 mg, 100 μmol) in THF (4 ml) was treated with 1 M LiOH (2 ml) and the resulting turbid solution was stirred at rt overnight. The solution was concentrated in vacuo diluted with water (2 ml) and acidified by the dropwise addition of concentrated HCl. The resulting precipitate was collected, washed with water and dried to afford a white powder (35 mg, 81%). MS: 431 (MH+).

Workup

  1. concentrationThe solution was concentrated in vacuo
  2. additiondiluted with water (2 ml)
  3. additionacidified by the dropwise addition of concentrated HCl
  4. customThe resulting precipitate was collected
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-496331cbf08d410f9c219647f93d44d9
Source dataset
uspto-grants-2003_11
Patent number
US06649600B1

Reaction notes

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