phenyl(1H-pyrrolo[2,3-c]pyridin-2-yl)methanone → tert-Butyl 3-[[[phenyl(1H-pyrrolo[2,3-c]pyridin-2-yl)methylene]amino]oxy]piperidine-1-carboxylate

HRID 1821889Notes

Reaction equation

HRID 1821889 reaction equation
[C:1]1([C:7]([C:9]2[NH:17][C:12]3=[CH:13][N:14]=[CH:15][CH:16]=[C:11]3[CH:10]=2)=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:18][O:19][CH:20]1[CH2:25][CH2:24][CH2:23][N:22]([C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])[CH2:21]1>>[C:1]1([C:7](=[N:18][O:19][CH:20]2[CH2:25][CH2:24][CH2:23][N:22]([C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])[CH2:21]2)[C:9]2[NH:17][C:12]3=[CH:13][N:14]=[CH:15][CH:16]=[C:11]3[CH:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 57893467phenyl(1H-pyrrolo[2,3-c]pyridin-2-yl)methanoneHCID 68983062Tert-butyl 3-(aminooxy)piperidine-1-carboxylate

Product 1

HCID 136366047tert-Butyl 3-[[[phenyl(1H-pyrrolo[2,3-c]pyridin-2-yl)methylene]amino]oxy]piperidine-1-carboxylate

Procedure

tert-Butyl 3-[[[phenyl(1H-pyrrolo[2,3-c]pyridin-2-yl)methylene]amino]oxy]piperidine-1-carboxylate was prepared from phenyl(1H-pyrrolo[2,3-c]pyridin-2-yl)methanone (Example 35) and tert-butyl 3-(aminooxy)piperidine-1-carboxylate (Reference Example 11) following the procedure described for Example 104 (geometry of the oxime double bond undefined).

Sources & evidence

ORD record
ord-4a4957f18c3847b5ba175f8c1528ea6f
Source dataset
uspto-grants-2009_10
Patent number
US07608627B2

Reaction notes

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