3-Cyclopropyl-3-fluoroazetidine hydrochloride → HCID 76281605, compound

HRID 625025Notes

Reaction equation

HRID 625025 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.[CH:22]1([C:25]2([F:29])[CH2:28][NH:27][CH2:26]2)[CH2:24][CH2:23]1>>[CH:22]1([C:25]2([F:29])[CH2:28][N:27]([C:12]([C:10]3[CH:9]=[CH:8][C:7]([N:15]4[CH2:18][C:17]([F:20])([F:19])[CH2:16]4)=[C:6]([O:5][CH2:4][CH:1]4[CH2:2][CH2:3]4)[N:11]=3)=[O:14])[CH2:26]2)[CH2:24][CH2:23]1

Participants

3

Reactant 2

HCID 665896423-Cyclopropyl-3-fluoroazetidine hydrochlorideHCID 710872926-(Cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)picolinic acid

Product 1

HCID 76281605HCID 76281605, compoundYield 30%

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-cyclopropyl-3-fluoroazetidine hydrochloride (CAN 936548-77-5, 12.8 mg, 84.4 μmol) to obtain the title compound (8 mg, 30%) as colorless liquid, MS (ESI): m/e=382.3 [MH+].

Sources & evidence

ORD record
ord-cbdac2a12aa04755acf02f8190642950
Source dataset
uspto-grants-2016_04
Patent number
US09303012B2

Reaction notes

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