3-Amino-1-propanol → HCID 67205485, compound

HRID 1626318Notes

Reaction equation

HRID 1626318 reaction equation
Cl[C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[N:6]2[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[NH2:23][CH2:24][CH2:25][CH2:26][OH:27]>O1CCOCC1>[C:17]1([C:5]2[N:6]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[C:7]3[C:3]([N:4]=2)=[C:2]([NH:23][CH2:24][CH2:25][CH2:26][OH:27])[N:10]=[CH:9][N:8]=3)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 90863-Amino-1-propanolHCID 86046565HCID 86046565, compound

Product 1

HCID 67205485HCID 67205485, compoundYield 102.3%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To the solution of 6-chloro-8,9-diphenyl-9H-purine obtained in step 4 of Example 8 (0.67 g, 2.18 mmol) in dioxane was added 3-aminopropan-1-ol (1.66 mL, 21.8 mmol) at room temperature and stirred for 4 hours at room temperature. The resulting reaction mixture was concentrated under reduced pressure. The residue was diluted with CH2Cl2, and washed with water. The organic layer thus separated was dried over anhydrous MgSO4 and evaporated in vacuo to provide title compound (0.77 g, 98%) as yellow solid.

Workup

  1. customThe resulting reaction mixture
  2. concentrationwas concentrated under reduced pressure
  3. additionThe residue was diluted with CH2Cl2
  4. washwashed with water
  5. customThe organic layer thus separated
  6. dry with materialwas dried over anhydrous MgSO4
  7. customevaporated in vacuo

Sources & evidence

ORD record
ord-060a09fb05a84b24b7e403219c5d0a4a
Source dataset
uspto-grants-2014_07
Patent number
US08785453B2

Reaction notes

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