Potassium Carbonate → HCID 73335339, compound

HRID 532909Notes

Reaction equation

HRID 532909 reaction equation
[C:1]([C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH2:5][CH2:6][N:7]1[C:17](=[O:18])[CH2:16][N:15]=[C:14]([C:19]3[CH:24]=[CH:23][CH:22]=[C:21]([O:25][CH3:26])[CH:20]=3)[CH:13]=[C:8]12)#[CH:2].C([O-])([O-])=O.[K+].[K+]>CO>[CH2:1]([C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH2:5][CH2:6][N:7]1[C:17](=[O:18])[CH2:16][N:15]=[C:14]([C:19]3[CH:24]=[CH:23][CH:22]=[C:21]([O:25][CH3:26])[CH:20]=3)[CH:13]=[C:8]12)[CH3:2]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 89980571HCID 89980571, compound

Product 1

HCID 73335339HCID 73335339, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

9-ethynyl-2-(3-methoxyphenyl)-7,8-dihydro-[1,4]diazepino[7,1-a]isoquinolin-5(4H)-one. 40-2. A solution of 37-1 (700 mg, 1.69 mmol) in MeOH (20 mL) was treated with K2CO3 (467 mg, 3.38 mmol) and the mixture was stirred at RT for 18 h. The mixture was concentrated in vacuo, and the residue taken up in AcOEt and washed with H2O. The organic layer was then dried over Na2SO4, filtered and concentrated in vacuo. The crude product was re-crystallized from heptane/AcOEt to provide the title compound (410 mg) as brown crystals. UPLC-MS: MS 343.3 (M+H+); UPLC rt 1.03 min.

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. washwashed with H2O
  3. dry with materialThe organic layer was then dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe crude product was re-crystallized from heptane/AcOEt

Sources & evidence

ORD record
ord-7988c404c32a46ae996b63434f28a864
Source dataset
uspto-grants-2014_10
Patent number
US08853203B2

Reaction notes

Loading…