Aceton-methanol → HCID 86605405, compound

HRID 1180441Notes

Reaction equation

[C:1]([CH2:3][NH:4][C:5](=[O:35])[C@@H:6]([O:11][C@@H:12]([C:19]1[CH:24]=[CH:23][C:22]([CH:25]2[CH2:30][CH2:29][N:28]([CH2:31][CH2:32][O:33][CH3:34])[CH2:27][CH2:26]2)=[CH:21][CH:20]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH2:7][CH:8]([CH3:10])[CH3:9])#[N:2].CO.CC(C)=[O:40]>>[C:1]([CH2:3][NH:4][C:5](=[O:35])[C@@H:6]([O:11][C@@H:12]([C:19]1[CH:24]=[CH:23][C:22]([CH:25]2[CH2:30][CH2:29][N+:28]([CH2:31][CH2:32][O:33][CH3:34])([O-:40])[CH2:27][CH2:26]2)=[CH:21][CH:20]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH2:7][CH:8]([CH3:10])[CH3:9])#[N:2]

Participants

Reactant 2

HCID 21894497Aceton-methanol

HCID 86605406HCID 86605406, compound

Product 1

HCID 86605405HCID 86605405, compound

Procedure

Using the same procedure as described for example 40, (2S)-N-(cyanomethyl)-2-{[(R)-{4-[1-(2-methoxyethyl)piperidin-4-yl]phenyl}(phenyl)methyl]oxy}-4-methylpentanamide (75 mg, 0.157 mmol) was oxidized to give the title compound after chromatography with 50% methanol/acetone.

Sources & evidence

ORD record: ord-d3a74c439cb24495a9cf6da547b32f28
Source dataset: uspto-grants-2007_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07279478B2

Reaction notes

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