Ammonia → HCID 66585058, compound

HRID 1630029Notes

Reaction equation

HRID 1630029 reaction equation
[Br:1][C:2]1[N:6]2[CH2:7][CH2:8][N:9]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:10][C:5]2=[C:4]([C:18]([N:20]2C=CN=C2)=[O:19])[C:3]=1[C:25]1[CH:30]=[CH:29][CH:28]=[C:27]([F:31])[CH:26]=1.N>O>[C:18]([C:4]1[C:3]([C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([F:31])[CH:26]=2)=[C:2]([Br:1])[N:6]2[CH2:7][CH2:8][N:9]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:10][C:5]=12)(=[O:19])[NH2:20]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 66585084HCID 66585084, compound

Product 1

HCID 66585058HCID 66585058, compoundYield 78.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

To 1.79 g (3.66 mmol) of tert-butyl 6-bromo-7-(3-fluorophenyl)-8-(1H-imidazol-1-ylcarbonyl)-3,4-dihydropyrrolo[1,2-a]pyrazine-2(1H)-carboxylate in an autoclave are added 30 ml of 33% aqueous ammonia. The mixture is stirred for 5 hours 30 minutes at 90° C. and, after cooling, is then poured into water, to give 1.26 g of tert-butyl 8-carbamoyl-6-bromo-7-(3-fluorophenyl)-3,4-dihydropyrrolo[1,2-a]pyrazine-2(1H)-carboxylate after drying over potassium hydroxide.

Workup

  1. temperatureafter cooling

Sources & evidence

ORD record
ord-7feeeb3d7aab46f286b186d430efbc48
Source dataset
uspto-grants-2014_07
Patent number
US08791119B2

Reaction notes

Loading…