Sodium Hydroxide → HCID 59854950, compound

HRID 490892Notes

Reaction equation

HRID 490892 reaction equation
[OH-].[Na+].[CH2:3]([N:6]1[C:10]2=[N:11][CH:12]=[C:13]([C:22]([O:24]CC)=[O:23])[C:14]([NH:15][CH:16]3[CH2:21][CH2:20][O:19][CH2:18][CH2:17]3)=[C:9]2[CH:8]=[N:7]1)[CH2:4][CH3:5]>C(O)C.O>[CH2:3]([N:6]1[C:10]2=[N:11][CH:12]=[C:13]([C:22]([OH:24])=[O:23])[C:14]([NH:15][CH:16]3[CH2:17][CH2:18][O:19][CH2:20][CH2:21]3)=[C:9]2[CH:8]=[N:7]1)[CH2:4][CH3:5]

Participants

5

Reactant 2

HCID 14798Sodium Hydroxide2×HCID 44561051HCID 44561051, compound

Product 1

HCID 59854950HCID 59854950, compoundYield 66.5%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

2M-Sodium hydroxide solution (0.7 ml) was added to a stirred suspension of Intermediate 38 (0.23 g) in ethanol (5 ml) and water (1.5 ml). After stirring overnight at room temperature, a further quantity of 2M-sodium hydroxide solution (0.7 ml) was added, and the reaction mixture was heated at 43° C. for 2.5 hours. The reaction solution was concentrated, diluted with water (5 ml) and acidified with 2M-hydrochloric acid. The resulting precipitate was collected by filtration, washed with water and dried to give Intermediate 39 as a white solid (0.14 g). LCMS showed MH+=305; TRET=2.42 min.

Workup

  1. temperaturethe reaction mixture was heated at 43° C. for 2.5 hours
  2. concentrationThe reaction solution was concentrated
  3. additiondiluted with water (5 ml)
  4. filtrationThe resulting precipitate was collected by filtration
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-f7c32afa2fe747608609d9091451ff5f
Source dataset
uspto-grants-2009_05
Patent number
US07528148B2

Reaction notes

Loading…