tert-butyl N-(2-(aminooxy)ethyl)carbamate → HCID 136366089, compound

HRID 1821893Notes

Reaction equation

HRID 1821893 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:10]2[NH:18][C:13]3=[CH:14][N:15]=[CH:16][CH:17]=[C:12]3[CH:11]=2)=O)=[CH:4][CH:3]=1.[C:19]([O:23][C:24](=[O:30])[NH:25][CH2:26][CH2:27][O:28][NH2:29])([CH3:22])([CH3:21])[CH3:20]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[N:29][O:28][CH2:27][CH2:26][NH:25][C:24](=[O:30])[O:23][C:19]([CH3:21])([CH3:20])[CH3:22])[C:10]2[NH:18][C:13]3=[CH:14][N:15]=[CH:16][CH:17]=[C:12]3[CH:11]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 15610443tert-butyl N-(2-(aminooxy)ethyl)carbamateHCID 57893485HCID 57893485, compound

Product 1

HCID 136366089HCID 136366089, compound

Procedure

tert-Butyl 2-[[[(4-chlorophenyl)(1H-pyrrolo[2,3-c]pyridin-2-yl)methylene]amino]oxy]ethylcarbamate was prepared from (4-chlorophenyl)(1H-pyrrolo[2,3-c]pyridin-2-yl)methanone (Example 103) and tert-butyl[2-(aminooxy)ethyl]carbamate following the procedure described for Example 104. Purification by Biotage chromatography (silica, 2 to 15% methanol in methylene chloride) provided tert-butyl 2-[[[(4-chlorophenyl)(1H-pyrrolo[2,3-c]pyridin-2-yl)methylene]amino]oxy]ethylcarbamate (geometry of the oxime double bond undefined).

Workup

  1. customPurification by Biotage chromatography (silica, 2 to 15% methanol in methylene chloride)

Sources & evidence

ORD record
ord-89fd38734fcc4a4a987ba749ae195249
Source dataset
uspto-grants-2009_10
Patent number
US07608627B2

Reaction notes

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