Piperazine → HCID 11278185, compound

HRID 1678197Notes

Reaction equation

HRID 1678197 reaction equation
Cl[C:2]1[N:3]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=2)[C:4]2[C:9]([C:10]=1[CH:11]=[O:12])=[CH:8][CH:7]=[CH:6][CH:5]=2.[NH:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1>>[N:19]1([C:2]2[N:3]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=3)[C:4]3[C:9]([C:10]=2[CH:11]=[O:12])=[CH:8][CH:7]=[CH:6][CH:5]=3)[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1

Participants

3

Reactant 2

HCID 4837PiperazineHCID 86035944HCID 86035944, compound

Product 1

HCID 11278185HCID 11278185, compoundYield 72%

Procedure

2-Chloro-1-(pyridin-2-yl)-1H-indole-3-carboxaldehyde is reacted with piperazine as described in Step 2 of Example 29 to afford 2-(piperazin-1-yl)-1-(pyridin-2-yl)-1H-indole-3-carboxaldehyde (72% yield) as an orange solid. ESI/MS 307 (M+H); RT=2.23 min; NMR 10.30 (1H, s); 8.75 (1H, m); 8.26 (1H, d, J=9 Hz); 7.98 (1H, m); 7.46 (5H, m); 3.30 (4H, m); 2.81 (4H, m).

Sources & evidence

ORD record
ord-ce658d721f2142d8843ced445d1f5672
Source dataset
uspto-grants-2011_08
Patent number
US08008491B2

Reaction notes

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