Ethyl isothiocyanatoformate → 1-{[3-(2-Ethoxyethoxy)pyridin-2-yl]methyl}-2-thioxo-1,2,3,5-tetrahydro-pyrrolo[3,2-d]pyrimidin-4-one

HRID 1171779Notes

Reaction equation

HRID 1171779 reaction equation
C(O[C:4]([C:6]1[NH:7][CH:8]=[CH:9][C:10]=1[NH:11][CH2:12][C:13]1[C:18]([O:19][CH2:20][CH2:21][O:22][CH2:23][CH3:24])=[CH:17][CH:16]=[CH:15][N:14]=1)=[O:5])C.C(OC([N:30]=[C:31]=[S:32])=O)C>>[CH2:23]([O:22][CH2:21][CH2:20][O:19][C:18]1[C:13]([CH2:12][N:11]2[C:10]3[CH:9]=[CH:8][NH:7][C:6]=3[C:4](=[O:5])[NH:30][C:31]2=[S:32])=[N:14][CH:15]=[CH:16][CH:17]=1)[CH3:24]

Participants

3

Reactant 2

HCID 85320Ethyl isothiocyanatoformateHCID 670684823-({[3-(2-Ethoxyethoxy)pyridin-2-yl]methyl}amino)-1H-pyrrole-2-carboxylic acid ethyl ester

Product 1

HCID 114939791-{[3-(2-Ethoxyethoxy)pyridin-2-yl]methyl}-2-thioxo-1,2,3,5-tetrahydro-pyrrolo[3,2-d]pyrimidin-4-oneYield 28.3%

Procedure

The title compound (0.051 g, 28%) was prepared in accordance with general method B using 3-({[3-(2-ethoxyethoxy)pyridin-2-yl]methyl}amino)-1H-pyrrole-2-carboxylic acid ethyl ester (0.17 g, 0.52 mmol) and ethoxycarbonyl isothiocyanate (0.07 mL, 0.62 mmol).

Sources & evidence

ORD record
ord-68d1ce131caa43ab84099981dc36b6fc
Source dataset
uspto-grants-2010_11
Patent number
US07829707B2

Reaction notes

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