2,2,2-Trifluoro-1-(pyridin-2-yl)ethan-1-amine → HCID 123319424, compound

HRID 1480061Notes

Reaction equation

HRID 1480061 reaction equation
[Cl:1][C:2]1[C:3]([O:11][CH2:12][CH:13]2[CH2:15][CH2:14]2)=[CH:4][C:5]([C:8]([OH:10])=O)=[N:6][CH:7]=1.[F:16][C:17]([F:27])([F:26])[CH:18]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=1)[NH2:19]>>[F:27][C:17]([F:16])([F:26])[CH:18]([NH:19][C:8]([C:5]1[CH:4]=[C:3]([O:11][CH2:12][CH:13]2[CH2:15][CH2:14]2)[C:2]([Cl:1])=[CH:7][N:6]=1)=[O:10])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=1

Participants

3

Reactant 2

HCID 252199112,2,2-Trifluoro-1-(pyridin-2-yl)ethan-1-amineHCID 902036385-Chloro-4-cyclopropylmethoxy-pyridine-2-carboxylic acid

Product 1

HCID 123319424HCID 123319424, compound

Procedure

The title compound was synthesized in analogy to Example 1, using 5-chloro-4-cyclopropylmethoxy-pyridine-2-carboxylic acid and α-(trifluoromethyl)-2-pyridinemethanamine (CAN 503173-14-6) as starting materials. The racemate (96 mg, 83%) was separated into its enantiomers by preparative chiral HPLC (ChiralPak AD, isopropanol/heptane) and the title compound was isolated as colorless oil; LC-MS (UV peak area, m/z) 100%, 386.0882 (MH+). [α]D20=+22.4 (MeOH).

Workup

  1. customThe title compound was synthesized in analogy to Example 1
  2. customThe racemate (96 mg, 83%) was separated into its enantiomers by preparative chiral HPLC (ChiralPak AD, isopropanol/heptane)

Sources & evidence

ORD record
ord-adb718468c3e4641945345cc4d5d7ff0
Source dataset
uspto-grants-2016_08
Patent number
US09409866B2

Reaction notes

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