Triethylamine → HCID 90375142, compound

HRID 1507156Notes

Reaction equation

HRID 1507156 reaction equation
[C:1]([O:5][C:6]([N:8]([CH2:15][C:16]1[CH:21]=[C:20]([C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH:19]=[CH:18][N:17]=1)[CH2:9][CH2:10][CH2:11][CH2:12][CH:13]=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl.[CH3:28][NH:29][CH3:30].C(N(CC)CC)C>>[C:1]([O:5][C:6]([N:8]([CH2:15][C:16]1[CH:21]=[C:20]([C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH:19]=[CH:18][N:17]=1)[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][N:29]([CH3:30])[CH3:28])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 3

HCID 8471TriethylamineHCID 10473Dimethylamine, hydrochlorideHCID 90375083HCID 90375083, compound

Product 1

HCID 90375142HCID 90375142, compound

Procedure

Prepared by General Procedure A from ethyl 2-({[(tert-butoxy)carbonyl](5-oxopentyl)amino}methyl)pyridine-4-carboxylate (1.0 equiv.), dimethylamine hydrochloride (1.2 equiv.), and triethylamine (1.3 equiv.). Purification by column chromatography (MeOH/DCM (5:95)) gave the title compound as colorless oil. 1H-NMR (300 MHz, CDCl3): δ 8.50 (d, 1H), 7.60 (s, 1H), 7.50 (d, 1H), 4.50 (d, 2H), 4.20 (q, 2H), 3.05 (m, 2H), 2.01 (s, 6H), 1.50-1.05 (m, 20H) ppm.

Workup

  1. customPurification by column chromatography (MeOH/DCM (5:95))

Sources & evidence

ORD record
ord-2bc9e3ad84ff4d5695f4c832f6e5b5a4
Source dataset
uspto-grants-2015_12
Patent number
US09221801B2

Reaction notes

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