3-(TrifluoroMethyl)-3-pyrrolidinol HCl → HCID 90204258, compound

HRID 625010Notes

Reaction equation

HRID 625010 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]([F:31])([F:30])[C:24]1([OH:29])[CH2:28][CH2:27][NH:26][CH2:25]1>>[CH:1]1([CH2:4][O:5][C:6]2[N:11]=[C:10]([C:12]([N:26]3[CH2:27][CH2:28][C:24]([OH:29])([C:23]([F:31])([F:30])[F:22])[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 545948853-(TrifluoroMethyl)-3-pyrrolidinol HClHCID 710872926-(Cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)picolinic acid

Product 1

HCID 90204258HCID 90204258, compoundYield 47.1%

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, 40 mg, 141 μmol) was reacted with 3-(trifluoromethyl)pyrrolidin-3-ol hydrochloride (CAN 1334147-81-7, 32.4 mg, 169 μmol) to obtain the title compound (28 mg, 47%) as off-white solid, MS (EI): m/e=422.3 [MH+].

Sources & evidence

ORD record
ord-a66673e7b0da4b638d314d707d5882fc
Source dataset
uspto-grants-2016_04
Patent number
US09303012B2

Reaction notes

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