Hydroxyamine hydrochloride → HCID 66640723, compound

HRID 2358220Notes

Reaction equation

HRID 2358220 reaction equation
[C:1]([O:5][C:6](=[O:47])[CH:7]([NH:36][C:37]([O:39][CH2:40][C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1)=[O:38])[CH2:8][NH:9][C:10]1[C:15]([CH3:16])=[C:14]([N:17]2[CH2:22][CH2:21][CH:20]([C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([N:29]4C(C)=CC=C4C)[N:24]=3)[CH2:19][CH2:18]2)[N:13]=[CH:12][N:11]=1)([CH3:4])([CH3:3])[CH3:2].Cl.NO>C(O)C.O>[C:1]([O:5][C:6](=[O:47])[CH:7]([NH:36][C:37]([O:39][CH2:40][C:41]1[CH:42]=[CH:43][CH:44]=[CH:45][CH:46]=1)=[O:38])[CH2:8][NH:9][C:10]1[C:15]([CH3:16])=[C:14]([N:17]2[CH2:22][CH2:21][CH:20]([C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([NH2:29])[N:24]=3)[CH2:19][CH2:18]2)[N:13]=[CH:12][N:11]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 66641328HCID 66641328, compound

Product 1

HCID 66640723HCID 66640723, compoundYield 36%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

100 mg (0.15 mmol) of 7 is dissolved in 3 ml of ethanol and 0.3 ml of water. 50 mg (0.75 mmol) of hydroxylamine hydrochloride marketed by ACROS is added and the reaction medium is heated for 18 hours at 90° C. The solvents are evaporated off under reduced pressure (2 kPa) and the crude residue is purified by chromatography on silicagel eluting with a CH2Cl2/MeOH mixture 90:10.30 mg (36%) of expected product is obtained in the form of a colourless resin.

Workup

  1. additionis added
  2. customThe solvents are evaporated off under reduced pressure (2 kPa)
  3. customthe crude residue is purified by chromatography
  4. washon silicagel eluting with a CH2Cl2/MeOH mixture 90

Sources & evidence

ORD record
ord-535aaa66270c40bab01539b4f3223f2a
Source dataset
uspto-grants-2010_07
Patent number
US07763621B2

Reaction notes

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