(1R)-(+)-1-(4-Fluorophenyl)ethylamine → HCID 58292041, compound

HRID 1944730Notes

Reaction equation

HRID 1944730 reaction equation
[C:1]([O:5][C:6]([NH:8][C:9]1([C:16]([OH:18])=O)[CH2:14][CH2:13][C:12](=[O:15])[CH2:11][CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[F:19][C:20]1[CH:25]=[CH:24][C:23]([C@H:26]([NH2:28])[CH3:27])=[CH:22][CH:21]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>>[F:19][C:20]1[CH:25]=[CH:24][C:23]([C@H:26]([NH:28][C:16]([C:9]2([NH:8][C:6](=[O:7])[O:5][C:1]([CH3:2])([CH3:3])[CH3:4])[CH2:10][CH2:11][C:12](=[O:15])[CH2:13][CH2:14]2)=[O:18])[CH3:27])=[CH:22][CH:21]=1

Participants

4

Reactant 3

HCID 6950187(1R)-(+)-1-(4-Fluorophenyl)ethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 247297681-(((Tert-butoxy)carbonyl)amino)-4-oxocyclohexane-1-carboxylic acid

Product 1

HCID 58292041HCID 58292041, compound

Procedure

1-(tert-Butoxycarbonylamino)-4-oxocyclohexanecarboxylic acid (750 mg) was coupled with (R)-1-(4-fluorophenyl)ethanamine using the HATU procedure as described in Example 1. The crude was chromatographed with gradient elution 15-80% ethyl acetate in heptane to yield the title compound (900 mg). MS MH+ 379.3

Workup

  1. customThe crude was chromatographed with gradient elution 15-80% ethyl acetate in heptane

Sources & evidence

ORD record
ord-143c48bda12c4699adbb005f15c21c27
Source dataset
uspto-grants-2013_03
Patent number
US08394858B2

Reaction notes

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