Hydroxyamine hydrochloride → HCID 86640247, compound

HRID 222099Notes

Reaction equation

HRID 222099 reaction equation
[C:1]([N:20]1[CH:28]=[C:27]2[C:22]([CH2:23][CH2:24][CH2:25][C:26]2=O)=[N:21]1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[NH2:31][OH:32]>C(O)C.N1C=CC=CC=1.O>[C:1]([N:20]1[CH:28]=[C:27]2[C:22]([CH2:23][CH2:24][CH2:25][C:26]2=[N:31][OH:32])=[N:21]1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 10150464HCID 10150464, compound

Product 1

HCID 86640247HCID 86640247, compoundYield 90%

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolventHCID 1049PyridineSolvent

Conditions

Temperature
55 °C

Procedure

To a solution of 2-trityl-2,5,6,7-tetrahydro-indazol-4-one (1.32 mmol) in ethanol (5 mL) and pyridine (0.16 mL), hydroxylamine hydrochloride (1.2 eq) was added and the mixture was stirred at 55° C. for 1.5 h. After cooling to rt, the mixture was diluted with water and filtered. The solid was washed with water and dried. Obtained the title compound in 90% yield. ESI (+) MS: m/z 394 (MH+). 1H NMR: 1.69-1.88 (m, 2H), 2.07-2.25 (m, 2H), 2.59-2.67 (m, 1H), 2.77-2.86 (m, 1H), 6.99 (s, 1H), 7.19-7.31 (m, 15H), 9.94 (s, 1H).

Workup

  1. temperatureAfter cooling to rt
  2. filtrationfiltered
  3. washThe solid was washed with water
  4. customdried

Sources & evidence

ORD record
ord-181c105e52ed4f86bc9f07eb74321688
Source dataset
uspto-grants-2012_06
Patent number
US08207180B2

Reaction notes

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