(+/-)-6-[Acetyl-(3,5-bis-trifluoromethyl-benzyl)-amino]-4-methyl-2,3,6,7,8,9-hexahydro-1H-10-aza-cyclohepta[e]indene-10-carboxylic acid isopropyl ester → (+/-)-9-[Acetyl-(3,5-bis-trifluoromethyl-benzyl)-amino]-4-methyl-2,3,6,7,8,9-hexahydro-1H-5-aza-cyclohepta[f]indene-5-carboxylic acid isopropyl ester

HRID 2353961Notes

Reaction equation

HRID 2353961 reaction equation
[CH:1]([O:4][C:5]([N:7]1[C:13]2[C:14]3[CH2:15][CH2:16][CH2:17][C:18]=3[C:19]([CH3:21])=[CH:20][C:12]=2[CH:11]([N:22]([C:38](=[O:40])[CH3:39])[CH2:23][C:24]2[CH:29]=[C:28]([C:30]([F:33])([F:32])[F:31])[CH:27]=[C:26]([C:34]([F:37])([F:36])[F:35])[CH:25]=2)[CH2:10][CH2:9][CH2:8]1)=[O:6])([CH3:3])[CH3:2].COC(C1C=C2C(=CC=1N)CCC2)=O>>[CH:1]([O:4][C:5]([N:7]1[C:13]2[C:12](=[CH:20][C:19]3[CH2:21][CH2:16][CH2:17][C:18]=3[C:14]=2[CH3:15])[CH:11]([N:22]([C:38](=[O:40])[CH3:39])[CH2:23][C:24]2[CH:29]=[C:28]([C:30]([F:32])([F:33])[F:31])[CH:27]=[C:26]([C:34]([F:35])([F:37])[F:36])[CH:25]=2)[CH2:10][CH2:9][CH2:8]1)=[O:6])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 59003195(+/-)-6-[Acetyl-(3,5-bis-trifluoromethyl-benzyl)-amino]-4-methyl-2,3,6,7,8,9-hexahydro-1H-10-aza-cyclohepta[e]indene-10-carboxylic acid isopropyl esterHCID 59379136methyl 6-amino-2,3-dihydro-1H-indene-5-carboxylate

Product 1

HCID 59003178(+/-)-9-[Acetyl-(3,5-bis-trifluoromethyl-benzyl)-amino]-4-methyl-2,3,6,7,8,9-hexahydro-1H-5-aza-cyclohepta[f]indene-5-carboxylic acid isopropyl ester

Procedure

The titled compound was prepared following the procedures described for the preparation of (+/−)-6-[Acetyl-(3,5-bis-trifluoromethyl-benzyl)-amino]-4-methyl-2,3,6,7,8,9-hexahydro-1H-10-aza-cyclohepta[e]indene-10-carboxylic acid isopropyl ester (example 137) by replacing 4-amino-indan-5-carboxylic acid methyl ester by 6-amino-indan-5-carboxylic acid methyl ester in example 136 step 1.

Sources & evidence

ORD record
ord-cb59a3724da5472cbddd80c171fe522d
Source dataset
uspto-grants-2010_07
Patent number
US07749992B2

Reaction notes

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