6-(Cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)picolinic acid → HCID 90203487, compound

HRID 625017Notes

Reaction equation

HRID 625017 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.[CH2:22]1[C:24]2([CH2:28][CH:27]([C:29]([NH2:31])=[O:30])[NH:26][CH2:25]2)[CH2:23]1>>[CH:1]1([CH2:4][O:5][C:6]2[N:11]=[C:10]([C:12]([N:26]3[C@H:27]([C:29]([NH2:31])=[O:30])[CH2:28][C:24]4([CH2:22][CH2:23]4)[CH2:25]3)=[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 90203077HCID 90203077, compound

Product 1

HCID 90203487HCID 90203487, compoundYield 17%

Procedure

In analogy to the procedure described in Example 127 e), 6-cyclopropylmethoxy-5-(3,3-difluoro-azetidin-1-yl)-pyridine-2-carboxylic acid (Example 1 b, 50 mg, 176 μmol) was reacted with 5-azaspiro[2.4]heptane-6-carboxamide hydrochloride (Example 135 b, 37.3 mg, 211 μmol) and purified by chiral HPLC to obtain the title compound (12 mg, 17%) as colorless oil, MS (EI): m/e=407.3 [MH+].

Workup

  1. custompurified by chiral HPLC

Sources & evidence

ORD record
ord-1b5a6dfbc2b4489487f79c2e9f39fb1d
Source dataset
uspto-grants-2016_04
Patent number
US09303012B2

Reaction notes

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