4-Dimethylaminobutylamine → HCID 90374984, compound

HRID 1507154Notes

Reaction equation

[Si:1]([O:8][CH2:9][C:10]1[CH:15]=[CH:14][N:13]=[C:12]([CH:16]=O)[CH:11]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[NH2:18][CH2:19][CH2:20][CH2:21][CH2:22][N:23]([CH3:25])[CH3:24]>>[Si:1]([O:8][CH2:9][C:10]1[CH:15]=[CH:14][N:13]=[C:12]([CH2:16][NH:18][CH2:19][CH2:20][CH2:21][CH2:22][N:23]([CH3:25])[CH3:24])[CH:11]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

Reactant 2

HCID 770634-Dimethylaminobutylamine

HCID 90375103HCID 90375103, compound

Product 1

HCID 90374984HCID 90374984, compound

Procedure

By General Procedure A from 4-{[(tert-butyldimethylsilyl)oxy]methyl}pyridine-2-carbaldehyde and (4-aminobutyl)dimethylamine. Purification by column chromatography (DCM/MeOH (95:5)) gave the title compound as greenish oil. 1H-NMR (300 MHz, CDCl3): δ 8.48 (d, 1H), 7.25 (s, 2H), 7.10 (d, 1H), 4.70 (s, 2H), 3.90 (s, 2H), 2.60 (m, 2H), 2.30 (m, 2H), 2.20 (s, 6H), 1.50 (m, 4H), 1.00 (s, 9H, 0.9 (s, 9H), 0.1 (s, 6H) ppm.

Workup

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

Sources & evidence

ORD record: ord-de5cdcfe71e249898b47fab3b0703b9b
Source dataset: uspto-grants-2015_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09221801B2

Reaction notes

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