5-Cyclopropyl-6-cyclopropylmethoxy-pyridine-2-carboxylic acid → HCID 90204221, compound

HRID 625013Notes

Reaction equation

HRID 625013 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])[CH:21]([CH:23]1[CH2:27][CH2:26][NH:25][CH2:24]1)[OH:22]>>[CH:1]1([C:4]2[CH:5]=[CH:6][C:7]([C:15]([N:25]3[CH2:26][CH2:27][CH:23]([CH:21]([OH:22])[C:20]([F:28])([F:29])[F:19])[CH2:24]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 710873465-Cyclopropyl-6-cyclopropylmethoxy-pyridine-2-carboxylic acidHCID 902044161613292-86-6

Product 1

HCID 90204221HCID 90204221, compoundYield 49%

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 2,2,2-trifluoro-1-(pyrrolidin-3-yl)ethanol hydrochloride (CAN of corresponding free base: 943906-23-8, 21.2 mg, 103 μmol) to obtain the title compound (16 mg, 49%) as colorless liquid, MS (EI): m/e=385.3 [MH+].

Sources & evidence

ORD record
ord-f3573c84e5a4466982dd432b1509e2ce
Source dataset
uspto-grants-2016_04
Patent number
US09303012B2

Reaction notes

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