Hydroxylamine → HCID 71585544, compound

HRID 526303Notes

Reaction equation

HRID 526303 reaction equation
[CH3:1][N:2]1[CH2:25][CH2:24][C:5]2=[C:6]([CH2:13][C:14]3[CH:23]=[CH:22][C:17]([C:18](OC)=[O:19])=[CH:16][CH:15]=3)[C:7]3[C:12]([N:4]2[CH2:3]1)=[CH:11][CH:10]=[CH:9][CH:8]=3.[NH2:26][OH:27]>CO>[OH:27][NH:26][C:18](=[O:19])[C:17]1[CH:16]=[CH:15][C:14]([CH2:13][C:6]2[C:7]3[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=3)[N:4]3[CH2:3][N:2]([CH3:1])[CH2:25][CH2:24][C:5]=23)=[CH:23][CH:22]=1

Participants

4

Reactant 2

HCID 787HydroxylamineHCID 89601857HCID 89601857, compound

Product 1

HCID 71585544HCID 71585544, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of methyl 4-((2-methyl-1,2,3,4-tetrahydropyrimido[1,6-a]indol-5-yl)methyl)benzoate (0.07 g) and 1 mL of 50% aqueous solution of NH2OH in 3 mL of MeOH was stirred at r.t. for 12 h, and the reaction mixture was concentrated under vacuum. The residue was purified by silica gel chromatography eluted with up to 10% MeOH/CH2Cl2 to give 0.02 g of the title product as white solid.

Workup

  1. concentrationthe reaction mixture was concentrated under vacuum
  2. customThe residue was purified by silica gel chromatography
  3. washeluted with up to 10% MeOH/CH2Cl2

Sources & evidence

ORD record
ord-ddb1d66bd7e840c79e0d70a70b1e13cc
Source dataset
uspto-grants-2016_05
Patent number
US09345905B2

Reaction notes

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