Ammonia → HCID 66585027, compound

HRID 1630034Notes

Reaction equation

HRID 1630034 reaction equation
[C:1]([C:3]1[N:7]2[CH2:8][CH2:9][N:10]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:11][C:6]2=[C:5]([C:19]([N:21]2C=CN=C2)=[O:20])[C:4]=1[C:26]1[CH:31]=[CH:30][CH:29]=[C:28]([F:32])[CH:27]=1)#[N:2].N>O>[C:19]([C:5]1[C:4]([C:26]2[CH:31]=[CH:30][CH:29]=[C:28]([F:32])[CH:27]=2)=[C:3]([C:1]#[N:2])[N:7]2[CH2:8][CH2:9][N:10]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:11][C:6]=12)(=[O:20])[NH2:21]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 66585047HCID 66585047, compound

Product 1

HCID 66585027HCID 66585027, compoundYield 88.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

To 1.35 g (3.10 mmol) of tert-butyl 6-cyano-7-(3-fluorophenyl)-8-(1H-imidazol-1-ylcarbonyl)-3,4-dihydropyrrolo[1,2-a]pyrazine-2(1H)-carboxylate in an autoclave are added 10 ml of 30% aqueous ammonia. The mixture is stirred for 1 hour at 50° C. and, after cooling, is poured into 60 ml of water, to give 1.05 g of tert-butyl 8-carbamoyl-6-cyano-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-9f9eddabda3f46bda1d504d5e7c979e0
Source dataset
uspto-grants-2014_07
Patent number
US08791119B2

Reaction notes

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