(+/-)-9-(3,5-bis-trifluoromethyl-benzylamino)-2,3,6,7,8,9-hexahydro-1H-5-aza-cyclohepta[f]indene-5-carboxylic acid isopropyl ester → (+/-)-9-[(3,5-Bis-trifluoromethyl-benzyl)-(2H-tetrazol-5-yl)-amino]-2,3,6,7,8,9-hexahydro-1H-5-aza-cyclohepta[f]indene-5-carboxylic acid isopropyl Ester
Reaction equation
[F:1][C:2]([F:39])([F:38])[C:3]1[CH:4]=[C:5]([CH:31]=[C:32]([C:34]([F:37])([F:36])[F:35])[CH:33]=1)[CH2:6][N:7]([C:26]1[NH:30][N:29]=[N:28][N:27]=1)[CH:8]1[CH2:14][CH2:13][CH2:12][N:11]([C:15]([O:17][CH:18]([CH3:20])[CH3:19])=[O:16])[C:10]2[CH:21]=[C:22](Cl)[CH:23]=[CH:24][C:9]1=2.[CH:40](OC(N1C2C(=CC3CCCC=3C=2)C(NCC2C=C(C(F)(F)F)C=C(C(F)(F)F)C=2)CCC1)=O)([CH3:42])[CH3:41]>>[CH:18]([O:17][C:15]([N:11]1[C:10]2[C:9](=[CH:24][C:23]3[CH2:41][CH2:40][CH2:42][C:22]=3[CH:21]=2)[CH:8]([N:7]([CH2:6][C:5]2[CH:4]=[C:3]([C:2]([F:1])([F:39])[F:38])[CH:33]=[C:32]([C:34]([F:36])([F:37])[F:35])[CH:31]=2)[C:26]2[N:30]=[N:29][NH:28][N:27]=2)[CH2:14][CH2:13][CH2:12]1)=[O:16])([CH3:20])[CH3:19]Participants
3
Reactant 2
Product 1
Procedure
The titled compound was prepared in a manner analogous to the procedure for the preparation of (+/−)-isopropyl 5-[(3,5-bistrifluoromethyl-benzyl)-(1H-tetrazol-5-yl)-amino]-8-chloro-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylate (Example 46, from Step 2 to Step 3) by replacing isopropyl 5-(3,5-bistrifluoromethyl-benzylamino)-8-chloro-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylate with (+/−)-isopropyl-9-(3,5-bis-trifluoromethyl-benzylamino)-2,3,6,7,8,9-hexahydro-1H-5-aza-cyclohepta[f]indene-5-carboxylate (prepared above) in Example 46 Step 2. MS (ES−): 581 (M−H).
Sources & evidence
- ORD record
- ord-a2eabf0f091241a3a4489c306b5fd268
- Source dataset
- uspto-grants-2010_08
- Patent number
- US07786108B2
Reaction notes
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