Ammonia → HCID 21468790, compound

HRID 1938152Notes

Reaction equation

[CH:1]([N:4]([CH2:21][CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[O:29]C)[CH2:5][CH2:6][CH2:7][CH2:8][N:9]1[C:18](=[O:19])[CH2:17][C:12]2([CH2:16][CH2:15][CH2:14][CH2:13]2)[CH2:11][C:10]1=[O:20])([CH3:3])[CH3:2].B(Br)(Br)Br.C(=O)([O-])O.[Na+].N>C(Cl)Cl>[CH:1]([N:4]([CH2:21][CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[OH:29])[CH2:5][CH2:6][CH2:7][CH2:8][N:9]1[C:18](=[O:19])[CH2:17][C:12]2([CH2:13][CH2:14][CH2:15][CH2:16]2)[CH2:11][C:10]1=[O:20])([CH3:3])[CH3:2]

Participants

Conditions

Temperature: -60 °C

Procedure

8-(4-{Isopropyl-[2-(2-methoxyphenyl)ethyl]-amino}butyl)-8-aza-spiro[4.5]decane-7,9-dione (550 mg, 1.2 mmol) dissolved in 10 ml methylene chloride was cooled to -60° C. under nitrogen. Boron tribromide (0.28 ml, 2.9 mmol) in 3 ml methylene chloride was added in 20 min and the mixture stirred at 10° C. overnight, poured into 5 ml cold sodium hydrogen carbonate solution. The aqueous phase was treated with 1M ammonia and extracted with methylene chloride and the solvent evaporated to yield 410 mg of an oil.

Workup

extractionextracted with methylene chloride
customthe solvent evaporated

Sources & evidence

ORD record: ord-8c71e8b1b43542c088b9173ff8acf44a
Source dataset: uspto-grants-1997_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05693630

Reaction notes

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