Ethyl chloroformate → HCID 25205685, compound

HRID 2404839Notes

Reaction equation

HRID 2404839 reaction equation
[NH2:1][CH:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([NH:12][C:13]([C:15]3[C:24](=[O:25])[C:23]4[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=4)[NH:17][CH:16]=3)=[O:14])[CH:10]=2)[CH2:5][CH2:4][CH2:3]1.Cl[C:27]([O:29][CH2:30][CH3:31])=[O:28]>CC#N>[CH2:30]([O:29][C:27]([NH:1][CH:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([NH:12][C:13]([C:15]3[C:24](=[O:25])[C:23]4[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=4)[NH:17][CH:16]=3)=[O:14])[CH:10]=2)[CH2:5][CH2:4][CH2:3]1)=[O:28])[CH3:31]

Participants

4

Reactant 2

HCID 10928Ethyl chloroformateHCID 57567368HCID 57567368, compound

Product 1

HCID 25205685HCID 25205685, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

[7-[(4-Oxo-1H-quinolin-3-yl)carbonylamino]tetralin-1-yl]aminoformic acid ethyl ester (482) was synthesized following the general scheme above, from amine (273-I) and ethyl chloroformate. Overall yield (18%). HPLC ret. time 2.84 min, 10-99% CH3CN, 5 min run; ESI-MS 406.5 m/z (MH+).

Workup

  1. customOverall yield (18%)

Sources & evidence

ORD record
ord-3ea797474a3d408eb0ffe1beef057a5a
Source dataset
uspto-grants-2014_08
Patent number
US08802700B2

Reaction notes

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