2-Methoxyethylamine → HCID 60207440, compound

HRID 1192218Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:24])[C:7]=1[S:8][C:9]1[S:13][C:12]([C:14]([NH:16][CH2:17][C:18]([OH:20])=O)=[O:15])=[CH:11][C:10]=1[N+:21]([O-:23])=[O:22].[CH3:25][O:26][CH2:27][CH2:28][NH2:29]>>[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:24])[C:7]=1[S:8][C:9]1[S:13][C:12]([C:14]([NH:16][CH2:17][C:18]([NH:29][CH2:28][CH2:27][O:26][CH3:25])=[O:20])=[O:15])=[CH:11][C:10]=1[N+:21]([O-:23])=[O:22]

Participants

Reactant 2

HCID 80182-Methoxyethylamine

HCID 60207437HCID 60207437, compound

Product 1

HCID 60207440HCID 60207440, compound

Procedure

Prepared according to the procedure described for example 70 from 2-(5-((3,5-dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carboxamido)acetic acid (120.0 mg, 0.29 mmol) from example 210 and 2-methoxyethylamine (26.4 mg, 0.35 mmol). The title compound was obtained as a solid (70.0 mg, 52% yield). 1H NMR (400 MHz, d6-DMSO) δ: 9.17 (1H, m), 8.99 (2H, m), 8.47 (1H, s), 8.04 (1H, m), 3.79 (2H, m), 3.33 (2H, m), 3.22 (3H, s), 3.20 (2H, m). MS m/z: 463.09, 465.12 [M+H]+.

Workup

customPrepared

Sources & evidence

ORD record: ord-add3e17cb30b45159b0e147883a669d3
Source dataset: uspto-grants-2014_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08680139B2

Reaction notes

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