Piperazine → HCID 11221813, compound

HRID 1678193Notes

Reaction equation

HRID 1678193 reaction equation
Cl[C:2]1[N:3]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH2:20][CH3:21])[CH:14]=2)[C:4]2[C:9]([C:10]=1[CH:11]=[O:12])=[CH:8][CH:7]=[CH:6][CH:5]=2.[NH:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1>>[CH2:20]([O:19][C:15]1[CH:14]=[C:13]([N:3]2[C:4]3[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=3)[C:10]([CH:11]=[O:12])=[C:2]2[N:22]2[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]2)[CH:18]=[CH:17][CH:16]=1)[CH3:21]

Participants

3

Reactant 2

HCID 4837PiperazineHCID 86035941HCID 86035941, compound

Product 1

HCID 11221813HCID 11221813, compoundYield 37%

Procedure

2-Chloro-1-(3-ethoxyphenyl)-1H-indole-3-carboxaldehyde is reacted with piperazine as described in Step 2 of Example 29 to afford 1-(3-ethoxyphenyl)-2-(piperazin-1-yl)-1H-indole-3-carboxaldehyde (37% yield) as a light yellow solid. ESI/MS 350 (M+H); RT=2.69 min; NMR (CDCl3) 10.26 (1H, s); 8.26 (1H, d, J=6 Hz); 7.28 (3H, m); 7.21 (3H, m); 6.95 (1H, d, J=9 Hz); 4.15 (2H, q); 3.29 (4H, m); 2.79 (4H, m); 1.49 (3H, t).

Sources & evidence

ORD record
ord-41d9595e45394b29a2d4afda69e0b0fa
Source dataset
uspto-grants-2011_08
Patent number
US08008491B2

Reaction notes

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