(Piperazin-1-yl)(pyridin-2-yl)methanone → HCID 59693850, compound

HRID 1783578Notes

Reaction equation

HRID 1783578 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[N:10][C:9]([Cl:12])=[C:8]2[C:4]=1[C:5]([C:13](=[O:17])[C:14]([O-:16])=O)=[CH:6][NH:7]2.[K+].[N:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[C:25]([N:27]1[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1)=[O:26]>>[N:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[C:25]([N:27]1[CH2:32][CH2:31][N:30]([C:14](=[O:16])[C:13]([C:5]2[C:4]3[C:8](=[C:9]([Cl:12])[N:10]=[CH:11][C:3]=3[O:2][CH3:1])[NH:7][CH:6]=2)=[O:17])[CH2:29][CH2:28]1)=[O:26]

Participants

3

Reactant 2

HCID 181639(Piperazin-1-yl)(pyridin-2-yl)methanoneHCID 22893812HCID 22893812, compound

Product 1

HCID 59693850HCID 59693850, compound

Procedure

Precursor 51, 1-picolinoyl-4-[(4-methoxy-7-chloro-6-azaindol-3-yl)-oxoacetyl]piperazine was prepared by the same method as Precursor 5a starting from Potassium (4-methoxy-7-chloro-6-azaindol-3-yl)oxoacetate, Precursor 4d, and picolinoyl-piperazine. 1H NMR (500 MHz, DMSO-d6) δ 8.63-7.45 (m, 7H), 3.94 (s, 3H), 3.82-2.50 (m, 8H). MS m/z: (M+H)+ Calc'd for C20H19ClN5O4: 428.11; Found 428.11. HPLC retention time: 1.09 minutes (column A).

Sources & evidence

ORD record
ord-cbf0132270344b55903bedda3f4f5b19
Source dataset
uspto-grants-2009_03
Patent number
US07501420B2

Reaction notes

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