Piperazine, 4-benzoyl-1-(1,2-dioxo-2-(1H-pyrrolo(2,3-b)pyridin-3-yl)ethyl)-2-methyl-, (2R)- → n-(Benzoyl)-3-methyl-n'-[(4,7-dimethoxy-6-azaindol-3-yl)-oxoacetyl]piperazine

HRID 2184256Notes

Reaction equation

HRID 2184256 reaction equation
[C:1]([N:9]1[CH2:14][CH2:13][N:12]([C:15](=[O:27])[C:16]([C:18]2C3C(=NC=CC=3)[NH:20][CH:19]=2)=[O:17])[C@H:11]([CH3:28])[CH2:10]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:29][O:30][C:31]1[CH:39]=[N:38][C:37]([O:40][CH3:41])=[C:36]2[C:32]=1C(C(=O)C([O-])=O)=CN2.[K+]>>[C:1]([N:9]1[CH2:14][CH2:13][N:12]([C:15](=[O:27])[C:16]([C:18]2[C:32]3[C:36](=[C:37]([O:40][CH3:41])[N:38]=[CH:39][C:31]=3[O:30][CH3:29])[NH:20][CH:19]=2)=[O:17])[CH:11]([CH3:28])[CH2:10]1)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 5495793Piperazine, 4-benzoyl-1-(1,2-dioxo-2-(1H-pyrrolo(2,3-b)pyridin-3-yl)ethyl)-2-methyl-, (2R)-HCID 22893810Potassium (4,7-dimethoxy-6-azaindol-3-yl)-oxoacetate

Product 1

HCID 22476268n-(Benzoyl)-3-methyl-n'-[(4,7-dimethoxy-6-azaindol-3-yl)-oxoacetyl]piperazine

Procedure

Compound 5ap, ®-N-(benzoyl)-3-methyl-N′-[(4,7-dimethoxy-6-azaindol-3-yl)-oxoacetyl]-piperazine (white solid) was prepared using the same method used to prepare compound 5a except that Potassium (4,7-dimethoxy-6-azaindol-3-yl)-oxoacetate was used as the starting material. MS m/z: (M+H)+ calcd for C23H25N4O5: 437.18; found 437.24. HPLC retention time: 1.37 minutes (column B).

Sources & evidence

ORD record
ord-9be079a7f829472496710911baf12bbe
Source dataset
uspto-grants-2005_05
Patent number
US06900323B2

Reaction notes

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