Ethyl acetate hexane → HCID 86605404, compound

HRID 1180440Notes

Reaction equation

HRID 1180440 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[O:9][C@@H:10]([CH2:17][CH:18]([CH3:20])[CH3:19])[C:11]([NH:13][CH2:14][C:15]#[N:16])=[O:12])=[N:6][CH:7]=1.CC[O:29]C(C)=O.CCCCCC>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[O:9][C@@H:10]([CH2:17][CH:18]([CH3:19])[CH3:20])[C:11]([NH:13][CH2:14][C:15]#[N:16])=[O:12])=[N+:6]([O-:29])[CH:7]=1

Participants

3

Reactant 2

HCID 21226206Ethyl acetate hexaneHCID 86605403(2S)-2-[(5-bromopyridin-2-yl)(phenyl)methoxy]-N-(cyanomethyl)-4-methylpentanamide

Product 1

HCID 86605404HCID 86605404, compound

Procedure

Using the same procedure as described for example 40, (2S)-2-[(5-bromopyridin-2-yl)(phenyl)methoxy]-N-(cyanomethyl)-4-methylpentanamide (51 mg, 0.123 mmol) was oxidized to give the title compound after chromatography with 50% EtOAc/hexane.

Sources & evidence

ORD record
ord-5208ac0e1ccb47008538730cf2a928fc
Source dataset
uspto-grants-2007_10
Patent number
US07279478B2

Reaction notes

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