(3-fluoroazetidin-3-yl)Methanol → HCID 76281604, compound

HRID 625023Notes

Reaction equation

HRID 625023 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.[F:21][C:22]1([CH2:26][OH:27])[CH2:25][NH:24][CH2:23]1>>[CH:1]1([CH2:4][O:5][C:6]2[N:11]=[C:10]([C:12]([N:24]3[CH2:25][C:22]([F:21])([CH2:26][OH:27])[CH2:23]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 53302277(3-fluoroazetidin-3-yl)MethanolHCID 710872926-(Cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)picolinic acid

Product 1

HCID 76281604HCID 76281604, compoundYield 42.1%

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, 20 mg, 70.4 μmol) was reacted with (3-fluoroazetidin-3-yl)methanol (CAN 1268520-93-9, 8.87 mg, 84.4 μmol) to obtain the title compound (11 mg, 42%) as colorless liquid, MS (ESI): m/e=372.2 [MH+].

Sources & evidence

ORD record
ord-a201bf127794411fb27277c20b73665b
Source dataset
uspto-grants-2016_04
Patent number
US09303012B2

Reaction notes

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