Tetrahydro-4H-pyran-4-one → (Tetrahydropyran-4-yl)-[2-phenyl-5-(2-oxo-piperazin-4-yl)methyl-1H-indol-7-yl]amine

HRID 2089594Notes

Reaction equation

HRID 2089594 reaction equation
O[CH2:2][C:3]1[CH:4]=[C:5]2[C:9](=[C:10]([N+:12]([O-])=O)[CH:11]=1)[NH:8][C:7]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[CH:6]2.[O:21]=[C:22]1[CH2:27][NH:26][CH2:25][CH2:24][NH:23]1.O=[C:29]1[CH2:34][CH2:33][O:32][CH2:31][CH2:30]1>>[O:32]1[CH2:33][CH2:34][CH:29]([NH:12][C:10]2[CH:11]=[C:3]([CH2:2][N:26]3[CH2:25][CH2:24][NH:23][C:22](=[O:21])[CH2:27]3)[CH:4]=[C:5]3[C:9]=2[NH:8][C:7]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:6]3)[CH2:30][CH2:31]1

Participants

4

Reactant 3

HCID 121599Tetrahydro-4H-pyran-4-oneHCID 231360Piperazin-2-oneHCID 684763775-Hydroxymethyl-2-phenyl-7-nitro-1H-indole

Product 1

HCID 68477863(Tetrahydropyran-4-yl)-[2-phenyl-5-(2-oxo-piperazin-4-yl)methyl-1H-indol-7-yl]amine

Procedure

5-Hydroxymethyl-2-phenyl-7-nitro-1H-indole prepared in Step A of Example 29, 2-oxopiperazine and 4-oxo-tetrahydropyran were sequentially reacted according to the same procedure as Example 36 to give the title compound.

Sources & evidence

ORD record
ord-cb95c21ad84243218ec7594fbad2dfbd
Source dataset
uspto-grants-2013_05
Patent number
US08436038B2

Reaction notes

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