(3-Trifluoromethyl-pyrrolidin-3-yl)-methanol hydrochloride → HCID 76281601, compound

HRID 625014Notes

Reaction equation

HRID 625014 reaction equation
[CH:1]1([C:4]2[CH:5]=[CH:6][C:7]([C:15]([OH:17])=O)=[N:8][C:9]=2[O:10][CH2:11][CH:12]2[CH2:14][CH2:13]2)[CH2:3][CH2:2]1.Cl.[F:19][C:20]([F:29])([F:28])[C:21]1([CH2:26][OH:27])[CH2:25][CH2:24][NH:23][CH2:22]1>>[CH:1]1([C:4]2[CH:5]=[CH:6][C:7]([C:15]([N:23]3[CH2:24][CH2:25][C:21]([CH2:26][OH:27])([C:20]([F:28])([F:29])[F:19])[CH2:22]3)=[O:17])=[N:8][C:9]=2[O:10][CH2:11][CH:12]2[CH2:13][CH2:14]2)[CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 53414538(3-Trifluoromethyl-pyrrolidin-3-yl)-methanol hydrochlorideHCID 710873465-Cyclopropyl-6-cyclopropylmethoxy-pyridine-2-carboxylic acid

Product 1

HCID 76281601HCID 76281601, compoundYield 36.4%

Procedure

In analogy to the procedure described in Example 127 e), 5-cyclopropyl-6-cyclopropylmethoxy-pyridine-2-carboxylic acid (Example 3 c, 20 mg, 85.7 μmol) was reacted with (3-(trifluoromethyl)pyrrolidin-3-yl)methanol hydrochloride (CAN 1260812-78-9, 21.2 mg, 103 μmol) to obtain the title compound (12 mg, 36%) as colorless liquid, MS (EI): m/e=385.3 [MH+].

Sources & evidence

ORD record
ord-3901d79f580642d3b611da54667377dc
Source dataset
uspto-grants-2016_04
Patent number
US09303012B2

Reaction notes

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