3-Hydroxy-5-chloropyridine → HCID 178470239, compound

HRID 869647Notes

Reaction equation

HRID 869647 reaction equation
[F:1][C:2]([F:19])([F:18])[C@H:3]1[CH2:8][CH2:7][C@H:6]([C:9]([N:11]2[CH2:15][CH2:14][CH2:13][C@H:12]2[CH2:16][OH:17])=[O:10])[CH2:5][CH2:4]1.O[C:21]1[C:22]([C:27]([O:29][CH2:30][CH3:31])=[O:28])=[N:23][CH:24]=[CH:25][CH:26]=1.ClC1C=C(O)C=NC=1>>[F:19][C:2]([F:1])([F:18])[C@H:3]1[CH2:4][CH2:5][C@H:6]([C:9]([N:11]2[CH2:15][CH2:14][CH2:13][C@H:12]2[CH2:16][O:17][C:21]2[C:22]([C:27]([O:29][CH2:30][CH3:31])=[O:28])=[N:23][CH:24]=[CH:25][CH:26]=2)=[O:10])[CH2:7][CH2:8]1

Participants

4

Reactant 3

HCID 5823053-Hydroxy-5-chloropyridineHCID 15080989Ethyl 3-hydroxypicolinateHCID 178520947HCID 178520947, compound

Product 1

HCID 178470239HCID 178470239, compound

Procedure

The title compound was prepared according to the procedure described in Step 1 of EXAMPLE 29 using [(2S)-1-{[trans-4-(trifluoromethyl)cyclohexyl]carbonyl}pyrrolidin-2-yl]methanol (EXAMPLE 60 Step 1) and ethyl 3-hydroxypicolinate instead of (R)-tert-butyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate and 5-chloropyridin-3-ol.

Sources & evidence

ORD record
ord-6f15cbec87404a8188ef42e1e04775eb
Source dataset
uspto-grants-2015_03
Patent number
US08969383B2

Reaction notes

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