2,5-Dichloropyridine → HCID 69433535, compound

HRID 1977041Notes

Reaction equation

HRID 1977041 reaction equation
[C:1]([N:8]1[CH2:13][CH2:12][N:11]2[CH2:14][C@H:15]([CH2:18][OH:19])[CH2:16][CH2:17][C@H:10]2[CH2:9]1)(OC(C)(C)C)=O.F[C:21]1[CH:22]=[C:23](O)[CH:24]=[C:25](F)[CH:26]=1.ClC1[CH:35]=[CH:34][C:33]([Cl:36])=[CH:32][N:31]=1>>[O:19]([CH2:18][C@H:15]1[CH2:14][N:11]2[CH2:12][CH2:13][N:8]([C:1]3[CH:35]=[CH:34][C:33]([Cl:36])=[CH:32][N:31]=3)[CH2:9][C@@H:10]2[CH2:17][CH2:16]1)[C:26]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

4

Reactant 3

HCID 276852,5-DichloropyridineHCID 759283,5-DifluorophenolHCID 22882696HCID 22882696, compound

Product 1

HCID 69433535HCID 69433535, compound

Procedure

A mixture of (7R,9aS)-N-BOC-7-hydroxymethyl-2,3,4,6,7,8,9,9a-octahydro-1H-pyrido[1,2-a]pyrazine (WO 93/25552) and 3,5-difluorophenol were coupled followed by N-BOC deprotection according to Preparation 9. The product from this reaction was coupled with 2,5-dichloropyridine according to Preparation 11 to give the title compound. mp (—HCl) 260-261° C. HRMS calcd for C20H22ClF2N3O: 393.1419, found: 393.1410.

Workup

  1. customaccording to Preparation 9

Sources & evidence

ORD record
ord-7fe2fc743f8b4ef4b5c2b36a725fb3ea
Source dataset
uspto-grants-2001_05
Patent number
US06231833B1

Reaction notes

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