2-Tolyl isocyanate → HCID 67436565, compound

HRID 1842474Notes

Reaction equation

HRID 1842474 reaction equation
[N:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH3:10])=[C:2]=[O:3].[N:11]1[C:12]([C:20]([O:22][CH2:23][CH3:24])=[O:21])=[CH:13][N:14]2[CH2:19][CH2:18][NH:17][CH2:16][C:15]=12.CCN(C(C)C)C(C)C>CN(C=O)C>[C:5]1([CH3:10])[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=1[NH:1][C:2]([N:17]1[CH2:18][CH2:19][N:14]2[CH:13]=[C:12]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[N:11]=[C:15]2[CH2:16]1)=[O:3]

Participants

5

Reactant 3

HCID 691942-Tolyl isocyanateHCID 81531DiisopropylethylamineHCID 11845780Ethyl 5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carboxylate

Product 1

HCID 67436565HCID 67436565, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a vial containing 1-isocyanato-2-methylbenzene (0.0166 g, 0.125 mmol) was added ethyl 5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carboxylate (0.024 g, 0.125 mmol), DIPEA (0.0762 mL, 0.438 mmol), and DMF (1.5 mL). The solution was shaken at room temperature for 16 h, then concentrated to give crude ethyl 7-(o-tolylcarbamoyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine-2-carboxylate.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-508e07603e134bfab504784e20294f87
Source dataset
uspto-grants-2015_02
Patent number
US08946223B2

Reaction notes

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