Ammonia → HCID 66915465, compound

HRID 449032Notes

Reaction equation

HRID 449032 reaction equation
[NH3:1].[C:2]([O:6][C:7]([N:9]1[CH2:12][CH:11]([C:13]2[N:17]3[CH:18]=[CH:19][N:20]=[C:21](Cl)[C:16]3=[C:15]([C:23]3[CH:28]=[CH:27][C:26]([O:29][C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)=[CH:25][CH:24]=3)[N:14]=2)[CH2:10]1)=[O:8])([CH3:5])([CH3:4])[CH3:3].CC(O)C>O>[C:2]([O:6][C:7]([N:9]1[CH2:12][CH:11]([C:13]2[N:17]3[CH:18]=[CH:19][N:20]=[C:21]([NH2:1])[C:16]3=[C:15]([C:23]3[CH:28]=[CH:27][C:26]([O:29][C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)=[CH:25][CH:24]=3)[N:14]=2)[CH2:10]1)=[O:8])([CH3:5])([CH3:4])[CH3:3]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 3776IsopropanolHCID 86636032HCID 86636032, compound

Product 1

HCID 66915465HCID 66915465, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

20 M of NH3 in H2O (3 mL) was added to a suspension of 3-[8-chloro-1-(4-phenoxyphenyl)-imidazo[1,5-a]pyrazin-3-yl]-azetidine-1-carboxylic acid tert-butyl ester in i-PrOH (4 mL, 0.05 mol). The mixture was heated in an oil bath set at 105° C. overnight. The solvent was removed under reduced pressure and the residue was carried on to the next step without further purification. MS (ES+): m/z 467.82 (100)[MH+]. HPLC: tR=2.66 min (Open Lynx, polar—5 min).

Workup

  1. temperatureThe mixture was heated in an oil bath
  2. customThe solvent was removed under reduced pressure
  3. customthe residue was carried on to the next step without further purification
  4. customHPLC: tR=2.66 min (Open Lynx, polar—5 min)

Sources & evidence

ORD record
ord-3e7cd46ef9c34c65be57c56fdcf3e182
Source dataset
uspto-grants-2013_07
Patent number
US08481733B2

Reaction notes

Loading…