4-(2,4-Dichlorophenyl)piperidine → (S)-4-chloro-7-(2-(4-(2,4-dichlorophenyl)piperidin-1-yl)-2-oxoethyl)-9-neopentyl-6,7,9,10-tetrahydroazepino[3,4-e]indazol-8(3H)-one

HRID 132281Notes

Reaction equation

HRID 132281 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1.[Cl:15][C:16]1[C:24]2[NH:23][N:22]=[CH:21][C:20]=2[C:19]2[CH2:25][N:26]([CH2:51][C:52]([CH3:55])([CH3:54])[CH3:53])[C:27](=[O:50])[C@@H:28]([CH2:30][C:31](=[O:49])N3CCC(N4CC5C(=CC=CC=5)NC4=O)CC3)[CH2:29][C:18]=2[CH:17]=1>>[Cl:15][C:16]1[C:24]2[NH:23][N:22]=[CH:21][C:20]=2[C:19]2[CH2:25][N:26]([CH2:51][C:52]([CH3:55])([CH3:54])[CH3:53])[C:27](=[O:50])[C@H:28]([CH2:30][C:31]([N:12]3[CH2:11][CH2:10][CH:9]([C:3]4[CH:4]=[CH:5][C:6]([Cl:8])=[CH:7][C:2]=4[Cl:1])[CH2:14][CH2:13]3)=[O:49])[CH2:29][C:18]=2[CH:17]=1

Participants

3

Reactant 2

HCID 166793154-(2,4-Dichlorophenyl)piperidineHCID 688264794-Chloro-9-(2,2-dimethyl-propyl)-7-(R)-{2-oxo-2-[4-(2-oxo-1,4-dihydro-2H-quinazolin-3-yl)-piperidin-1-yl]-ethyl}-6,7,9,10-tetrahydro-3H-2,3,9-triaza-cyclohepta[e]inden-8-one

Product 1

HCID 11978899(S)-4-chloro-7-(2-(4-(2,4-dichlorophenyl)piperidin-1-yl)-2-oxoethyl)-9-neopentyl-6,7,9,10-tetrahydroazepino[3,4-e]indazol-8(3H)-oneYield 40%

Procedure

4-(2,4-Dichlorophenyl)-piperidine (32 mg, 0.0.8 mmol) and [4-chloro-9-(2,2-dimethyl-propyl)-8-oxo-3,6,7,8,9,10-hexahydro-2,3,9-triaza-(S)-cyclohepta[e]inden-7-yl]acetic acid (25 mg, 0.07 mmol) were combined in a manner analogous to the preparation of 4-Chloro-9-(2,2-dimethyl-propyl)-7-(R)-{2-oxo-2-[4-(2-oxo-1,4-dihydro-2H-quinazolin-3-yl)-piperidin-1-yl]-ethyl}-6,7,9,10-tetrahydro-3H-2,3,9-triaza-cyclohepta[e]inden-8-one. Title compound was obtained as off-white solid in 40% yield. High resolution MS m/e (M+H)+=575.1747.

Sources & evidence

ORD record
ord-030f8eeacacc49d5bae9f5efb0d3eeb5
Source dataset
uspto-grants-2008_06
Patent number
US07384930B2

Reaction notes

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