3-Chloroacetylpyridine → (1S)-2-(methylamino)-1-pyridin-3-ylethanol

HRID 23705

Reaction equation

[CH3:1][NH:2]C[C@H](C1C=CC=CN=1)O.Cl[CH2:13][C:14]([C:16]1[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=1)=[O:15]>>[CH3:1][NH:2][CH2:13][C@H:14]([C:16]1[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=1)[OH:15]

Participants

Reactant 2

HCID 4162523-Chloroacetylpyridine

HCID 10149007(R)-2-(methylamino)-1-pyridin-2-ylethanol

Product 1

HCID 10171254(1S)-2-(methylamino)-1-pyridin-3-ylethanol

Procedure

As described for the preparation of (1R)-2-(methylamino)-1-pyridin-2-ylethanol (Preparations 68-69), 3-chloroacetylpyridine (Chem. Ber. 1951, 84, 147-149) is converted to the title compound, isolated as a pale yellow amorphous solid.

Sources & evidence

ORD record: ord-6c954c04dc1b4bf78b7a007ae0df0223
Source dataset: uspto-grants-2005_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06852731B2

Linked notes

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