(3-Trifluoromethyl-pyrrolidin-3-yl)-methanol hydrochloride → HCID 90203404, compound

HRID 625009Notes

Reaction equation

HRID 625009 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:32])([F:31])[C:24]1([CH2:29][OH:30])[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]([CH2:29][OH:30])([C:23]([F:31])([F:32])[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 53414538(3-Trifluoromethyl-pyrrolidin-3-yl)-methanol hydrochlorideHCID 710872926-(Cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)picolinic acid

Product 1

HCID 90203404HCID 90203404, compoundYield 36%

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-(trifluoromethyl)pyrrolidin-3-yl)methanol hydrochloride (CAN 1260812-78-9, 17.4 mg, 84.4 μmol) to obtain the title compound (11 mg, 36%) as colorless liquid, MS (EI): m/e=436.4 [MH+].

Sources & evidence

ORD record
ord-1f0b4a3eeb9d43b59f215f64f79e0c71
Source dataset
uspto-grants-2016_04
Patent number
US09303012B2

Reaction notes

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