(2-(Methylthio)ethyl)amine → HCID 90375166, compound

HRID 1507152Notes

Reaction equation

HRID 1507152 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].[CH3:18][S:19][CH2:20][CH2:21][NH2:22]>>[Si:1]([O:8][CH2:9][C:10]1[CH:15]=[CH:14][N:13]=[C:12]([CH2:16][NH:22][CH2:21][CH2:20][S:19][CH3:18])[CH:11]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 87697(2-(Methylthio)ethyl)amineHCID 90375103HCID 90375103, compound

Product 1

HCID 90375166HCID 90375166, compound

Procedure

By General Procedure A from 4-{[(tert-butyldimethylsilyl)oxy]methyl}pyridine-2-carbaldehyde and 2-(methylsulfanyl)ethan-1-amine. Purification by column chromatography (DCM/MeOH/NH4OH (90:10:1)) gave the title compound as yellow oil. 1H NMR (300 MHz, Methanol-d4): δ 8.4 (d, 1H), 7.3 (s, 1H), 7.1 (d, 1H), 4.7 (s, 2H), 3.9 (s, 2H), 2.7 (t, 2H), 2.6 (t, 2H), 2.58 (q, 2H), 1.2 (t, 3H), 0.9 (s, 9H).

Workup

  1. customPurification by column chromatography (DCM/MeOH/NH4OH (90:10:1))

Sources & evidence

ORD record
ord-41f633254a0049a3b669786264a64026
Source dataset
uspto-grants-2015_12
Patent number
US09221801B2

Reaction notes

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