HCID 59693877, compound → HCID 59694060, compound

HRID 1783581Notes

Reaction equation

HRID 1783581 reaction equation
[Br:1][C:2]1[N:3]=[CH:4][C:5]([F:16])=[C:6]2[C:10]=1[NH:9][CH:8]=[C:7]2[C:11](=[O:15])[C:12]([O-:14])=O.[K+].[CH3:18][C@H:19]1[NH:24][CH2:23][CH2:22][N:21]([C:25](=[O:32])[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][N:27]=2)[CH2:20]1>>[N:27]1[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=1[C:25]([N:21]1[CH2:22][CH2:23][N:24]([C:12](=[O:14])[C:11]([C:7]2[C:6]3[C:10](=[C:2]([Br:1])[N:3]=[CH:4][C:5]=3[F:16])[NH:9][CH:8]=2)=[O:15])[C@H:19]([CH3:18])[CH2:20]1)=[O:32]

Participants

3

Reactant 2

HCID 59693877HCID 59693877, compoundHCID 59915963HCID 59915963, compound

Product 1

HCID 59694060HCID 59694060, compound

Procedure

Precursor 5o, (R)-1-picolinoyl-3-methyl-4-[(7-bromo-4-fluoro-6-azaindol-3-yl)-oxoacetyl]piperazine was prepared by the same method as Precursor 5a starting from Potassium (7-bromo-4-fluoro-6-azaindol-3-yl)oxoacetate, Precursor 4h, and (R)-3-methyl-1-picolinoyl-piperazine. 1H NMR (500 MHz, CD3OD) δ8.68-7.52 (m, 6H), 4.94-2.69 (m, 7H), 1.48-1.24 (m, 3H). MS m/z: (M+H)+ Calc'd for C20H18BrFN5O3: 474.06; Found 474.23. HPLC retention time: 1.20 minutes (column A).

Sources & evidence

ORD record
ord-2670d46ed5f94f8285d775264343c7db
Source dataset
uspto-grants-2009_03
Patent number
US07501420B2

Reaction notes

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