2-Methoxypropanoic acid → HCID 56962056, compound

HRID 1958208Notes

Reaction equation

HRID 1958208 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]([NH2:20])[CH:11]=[N:12][C:13]=2[O:14][CH2:15][C:16]([F:19])([F:18])[F:17])=[CH:4][CH:3]=1.[CH3:21][O:22][CH:23]([CH3:27])[C:24](O)=[O:25]>CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:9]=[C:10]([NH:20][C:24](=[O:25])[CH:23]([O:22][CH3:21])[CH3:27])[CH:11]=[N:12][C:13]=2[O:14][CH2:15][C:16]([F:17])([F:18])[F:19])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 922092-Methoxypropanoic acidHCID 672813155-(4-Chloro-phenyl)-6-(2,2,2-trifluoro-ethoxy)-pyridin-3-ylamine

Product 1

HCID 56962056HCID 56962056, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The title compound was synthesized in analogy to Example 42 g, using 5-(4-chloro-phenyl)-6-(2,2,2-trifluoro-ethoxy)-pyridin-3-ylamine (example E) and 2-methoxy-propanoic acid (CAN 4324-37-2) as starting materials; enantiomers were separated by chiral HPLC (ChiralPak AD, 10% ethanol/n-heptane); (+) enantiomer isolated; LC-MS (UV peak area/ESI) 100%, 389.0874 (M+H)+; αD20 (MeOH)=+37.5°.

Workup

  1. customenantiomers were separated by chiral HPLC (ChiralPak AD, 10% ethanol/n-heptane)
  2. custom(+) enantiomer isolated

Sources & evidence

ORD record
ord-8e52bc090bab4a1b8d0a0f24bae369a2
Source dataset
uspto-grants-2013_04
Patent number
US08410107B2

Reaction notes

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