tert-Butyl isocyanate → HCID 54761629, compound

HRID 1630036Notes

Reaction equation

HRID 1630036 reaction equation
[C:1]([C:3]1[N:7]2[CH2:8][CH2:9][NH:10][CH2:11][C:6]2=[C:5]([C:12]([NH2:14])=[O:13])[C:4]=1[C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([F:21])[CH:16]=1)#[N:2].[C:22]([N:26]=[C:27]=[O:28])([CH3:25])([CH3:24])[CH3:23]>>[C:1]([C:3]1[N:7]2[CH2:8][CH2:9][N:10]([C:27]([NH:26][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:28])[CH2:11][C:6]2=[C:5]([C:12]([NH2:14])=[O:13])[C:4]=1[C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([F:21])[CH:16]=1)#[N:2]

Participants

3

Reactant 2

HCID 62412tert-Butyl isocyanateHCID 66584707HCID 66584707, compound

Product 1

HCID 54761629HCID 54761629, compoundYield 78.7%

Procedure

To a suspension of 0.50 g (0.53 mmol) of 6-cyano-7-(3-fluorophenyl)-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine-8-carboxamide is added 0.07 ml (0.6 mmol) of tert-butyl isocyanate. After reaction for 2 hours at room temperature, the solvent is evaporated off under reduced pressure and the solid residue is recrystallized from acetonitrile, to give 0.16 g of 6-cyano-7-(3-fluorophenyl)-N2-(tert-butyl)-3,4-dihydropyrrolo[1,2-a]pyrazine-2,8(1H)-dicarboxamide in the form of a white powder after filtering off and drying under reduced pressure.

Workup

  1. customAfter reaction for 2 hours at room temperature
  2. customthe solvent is evaporated off under reduced pressure
  3. customthe solid residue is recrystallized from acetonitrile

Sources & evidence

ORD record
ord-b61f86f27948458190042eaa91e07e7c
Source dataset
uspto-grants-2014_07
Patent number
US08791119B2

Reaction notes

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