Methoxyacetyl chloride → 1-(3,4-Dihydro-7-nitro-1(2H)-quinolinyl)-2-methoxyethanone

HRID 494174Notes

Reaction equation

HRID 494174 reaction equation
[N+:1]([C:4]1[CH:13]=[C:12]2[C:7]([CH2:8][CH2:9][CH2:10][NH:11]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH3:14][O:15][CH2:16][C:17](Cl)=[O:18]>>[CH3:14][O:15][CH2:16][C:17]([N:11]1[C:12]2[C:7](=[CH:6][CH:5]=[C:4]([N+:1]([O-:3])=[O:2])[CH:13]=2)[CH2:8][CH2:9][CH2:10]1)=[O:18]

Participants

3

Reactant 2

HCID 96623Methoxyacetyl chlorideHCID 2525137-Nitro-1,2,3,4-tetrahydroquinoline

Product 1

HCID 690401621-(3,4-Dihydro-7-nitro-1(2H)-quinolinyl)-2-methoxyethanone

Procedure

Using the procedure outlined in Description 4, the title compound was prepared from 7-nitro-1,2,3,4-tetrahydroquinoline (D1) (178 mg, 1 mmol) and methoxyacetyl chloride (101 ul, 1.1 mmol) as a yellow gum (212 mg). 1H NMR (250 MHz, CDCl3) δ (ppm): 8.54 (br, 1H), 7.96 (dd, 1H), 7.30 (d, 1H), 4.25 (s, 2H), 3.81 (m, 2H), 3.48 (s, 3H), 2.88 (t, 2H), 2.04 (qn, 2H).

Sources & evidence

ORD record
ord-ea6cea7d5f3f485ab5bb3f97f8dc036c
Source dataset
uspto-grants-2009_05
Patent number
US07538121B2

Reaction notes

Loading…