Piperazine, 4-benzoyl-1-(1,2-dioxo-2-(1H-pyrrolo(2,3-b)pyridin-3-yl)ethyl)-2-methyl-, (2R)- → HCID 5495838, compound

HRID 2184254Notes

Reaction equation

HRID 2184254 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](C)[CH2:10]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:29][C:30]1[N:31]=[CH:32][C:33]([O:44][CH3:45])=[C:34]2[C:38]=1NC=C2C(=O)C([O-])=O.[K+]>>[C:1]([N:9]1[CH2:14][CH2:13][N:12]([C:15](=[O:27])[C:16]([C:18]2[C:34]3[C:38](=[C:30]([Cl:29])[N:31]=[CH:32][C:33]=3[O:44][CH3:45])[NH:20][CH:19]=2)=[O:17])[CH2:11][CH2:10]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=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 22893812HCID 22893812, compound

Product 1

HCID 5495838HCID 5495838, compound

Procedure

Compound 5an, N-(benzoyl)-N′-[(7-chloro-4-methoxy-6-azaindol-3-yl)-oxoacetyl]-piperazine was prepared by the same method which was used to prepare compound 5a except that Potassium (7-chloro-4-methoxy-6-azaindol-3-yl)-oxoacetate was employed as the starting material to give a white solid. The compound was purified by silica gel chromatography using EtOAc as the eluting solvent. MS m/z: (M+H)+ calcd for C21H20ClN4O4: 427.12; found 427.12. HPLC retention time: 1.28 minutes (column A).

Workup

  1. customto give a white solid
  2. customThe compound was purified by silica gel chromatography

Sources & evidence

ORD record
ord-d64b319bfcde43d6ba50ae3aebd010c4
Source dataset
uspto-grants-2005_05
Patent number
US06900323B2

Reaction notes

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