6-(Cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)picolinic acid → HCID 76284107, compound

HRID 624916Notes

Reaction equation

HRID 624916 reaction equation
[CH:1]1([CH2:4][O:5][C:6]2[N:11]=[C:10]([C:12]([OH:14])=O)[CH:9]=[CH:8][C:7]=2[N:15]2[CH2:18][C:17]([F:20])([F:19])[CH2:16]2)[CH2:3][CH2:2]1.Cl.[F:22][C:23]1([F:30])[CH2:27][NH:26][C@H:25]([CH2:28][OH:29])[CH2:24]1>>[CH:1]1([CH2:4][O:5][C:6]2[N:11]=[C:10]([C:12]([N:26]3[CH2:27][C:23]([F:30])([F:22])[CH2:24][C@H:25]3[CH2:28][OH:29])=[O:14])[CH:9]=[CH:8][C:7]=2[N:15]2[CH2:18][C:17]([F:20])([F:19])[CH2:16]2)[CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 710872926-(Cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)picolinic acidHCID 74890069[(2S)-4,4-difluoropyrrolidin-2-yl]methanol hydrochloride

Product 1

HCID 76284107HCID 76284107, compound

Procedure

The title compound was synthesized in analogy to Example 47b), using 6-(cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)picolinic acid (Example 1 b) and (S)-(4,4-difluoropyrrolidin-2-yl)methanol hydrochloride (CAS 623583-10-8) as starting materials and isolated as colorless oil. MS (EI): m/e=404.5 [MH+].

Workup

  1. customisolated as colorless oil

Sources & evidence

ORD record
ord-286bb794d8ce48b687bfd0f913777bc1
Source dataset
uspto-grants-2016_04
Patent number
US09303012B2

Reaction notes

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