4-Pyridinecarboxaldehyde → 2-tert-Butoxy-N-(pyridin-4-ylmethyl)ethanamine

Reaction equation

[N:1]1[CH:6]=[CH:5][C:4]([CH:7]=O)=[CH:3][CH:2]=1.[C:9]([O:13][CH2:14][CH2:15][NH2:16])([CH3:12])([CH3:11])[CH3:10]>>[C:9]([O:13][CH2:14][CH2:15][NH:16][CH2:7][C:4]1[CH:3]=[CH:2][N:1]=[CH:6][CH:5]=1)([CH3:12])([CH3:11])[CH3:10]

Participants

Reactant 2

HCID 133894-Pyridinecarboxaldehyde

HCID 219146142-(Tert-butoxy)ethanamine

Product 1

HCID 534138892-tert-Butoxy-N-(pyridin-4-ylmethyl)ethanamine

Procedure

Using 4-pyridine carboxaldehyde and O-tert butyl ethanolamine, and the synthetic procedure described for Intermediate 16, a crude sample of the title compound was prepared, which was used directly in the next stage of the synthetic sequence.

Sources & evidence

ORD record: ord-418e444be3214aabb3821f08c6df631d
Source dataset: uspto-grants-2007_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07179835B2

Reaction notes

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