2-Butanamine, 2-methyl- → HCID 131729004, compound

HRID 1010891Notes

Reaction equation

[C:1]([O:5][C:6](=[O:19])[NH:7][C@H:8]([C:10]1[CH:15]=[CH:14][C:13]([CH:16]2[CH2:18][O:17]2)=[CH:12][CH:11]=1)[CH3:9])([CH3:4])([CH3:3])[CH3:2].[C:20]([NH2:25])([CH2:23][CH3:24])([CH3:22])[CH3:21]>C(O)C>[C:1]([O:5][C:6](=[O:19])[NH:7][C@H:8]([C:10]1[CH:15]=[CH:14][C:13]([CH:16]([OH:17])[CH2:18][NH:25][C:20]([CH3:22])([CH3:21])[CH2:23][CH3:24])=[CH:12][CH:11]=1)[CH3:9])([CH3:4])([CH3:3])[CH3:2]

Participants

Conditions

Temperature: 50 °C

Procedure

30 mg of the compound [7-2] was dissolved in 2 mL of ethanol, then 2 mL of tert-amylamine was added thereto, and the mixture was stirred overnight at 50° C. The reaction solution was concentrated, and then the resulting residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=100/0-20/80), to obtain 31 mg of tert-butyl[(1S)-1-(4-{2-[(1,1-dimethylpropyl) amino]-1-hydroxyethyl}phenyl)ethyl]carbamate [7-3] (hereinafter, referred to as the compound [7-3]) as a colorless oily product.

Workup

concentrationThe reaction solution was concentrated
customthe resulting residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=100/0-20/80)

Sources & evidence

ORD record: ord-951e205e9dee4ac0839ca601ddefa74d
Source dataset: uspto-grants-2011_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07977336B2

Reaction notes

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