Ethyl chloroformate → Ethyl (3-{5-amino-6-[(methylamino)carbonyl]pyrazin-2-yl}phenyl)carbamate

HRID 646700Notes

Reaction equation

HRID 646700 reaction equation
[NH2:1][C:2]1[C:3]([C:15]([NH:17][CH3:18])=[O:16])=[N:4][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([NH2:14])[CH:9]=2)=[CH:6][N:7]=1.Cl[C:20]([O:22][CH2:23][CH3:24])=[O:21]>>[NH2:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]([NH:14][C:20](=[O:21])[O:22][CH2:23][CH3:24])[CH:11]=[CH:12][CH:13]=2)=[N:4][C:3]=1[C:15]([NH:17][CH3:18])=[O:16]

Participants

3

Reactant 2

HCID 10928Ethyl chloroformateHCID 100374223-amino-6-(3-aminophenyl)-N-methylpyrazine-2-carboxamide

Product 1

HCID 86607834Ethyl (3-{5-amino-6-[(methylamino)carbonyl]pyrazin-2-yl}phenyl)carbamateYield 55%

Procedure

Ethyl (3-{5-amino-6-[(methylamino)carbonyl]pyrazin-2-yl}phenyl)carbamate was synthesized according to the procedure described in above from 3-amino-6-(3-aminophenyl)-N-methylpyrazine-2-carboxamide and ethyl chloroformate. Yield 55%: 1H NMR (400 MHz, d6-DMSO): 9.60 (br s, 1H), 8.68 (br s, 2H), 8.12 (br s, 1H), 7.80 (d, 1H), 7.52 (d, 1H), 7.39 (t, 1H), 4.06 (q, 2H), 2.85 (br s, 3H), 1.24 (t, 3H); MS (EI) for C15H17N5O3: 316 (MH+)

Sources & evidence

ORD record
ord-04c99fcc1e9342759e2d71db87cb7205
Source dataset
uspto-grants-2010_04
Patent number
US07704995B2

Reaction notes

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