Acetic Acid → HCID 90375131, compound

HRID 1507138Notes

Reaction equation

HRID 1507138 reaction equation
[CH3:1][O:2][CH:3]([O:12][CH3:13])[C:4]1[CH:9]=[C:8]([CH:10]=O)[CH:7]=[CH:6][N:5]=1.[CH:14]1([NH2:17])[CH2:16][CH2:15]1.C(O)(=O)C>>[CH3:1][O:2][CH:3]([O:12][CH3:13])[C:4]1[CH:9]=[C:8]([CH2:10][NH:17][CH:14]2[CH2:16][CH2:15]2)[CH:7]=[CH:6][N:5]=1

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 69828CyclopropylamineHCID 90374926HCID 90374926, compound

Product 1

HCID 90375131HCID 90375131, compound

Procedure

By General Procedure A from 2-(dimethoxymethyl)pyridine-4-carbaldehyde, cyclopropylamine, and acetic acid (1 equiv.). Purification by column chromatography (CH2Cl2/MeOH, 97:3) gave the title compound as a colorless oil. 1H NMR (300 MHz, CDCl3): δ 8.55 (d, 1H), 7.50 (S, 1H), 7.22 (m, 1H), 5.40 (s, 1H), 3.90 (s, 2H), 3.40 (s, 6H), 2.18 (m, 1H), 0.5 (m, 4H).

Workup

  1. customPurification by column chromatography (CH2Cl2/MeOH, 97:3)

Sources & evidence

ORD record
ord-7014255883454e549f770a24f04ef590
Source dataset
uspto-grants-2015_12
Patent number
US09221801B2

Reaction notes

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