Isopropyl 5-[acetyl-(3,5-bistrifluoromethylbenzyl)amino]-8-amino-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylate → Isopropyl 5-[Acetyl-(3,5-bis-trifluoromethyl-benzyl)-amino]-9-amino-2,3,4,5-tetrahydro-benzo[b]azepine-1-carboxylate

HRID 2353900Notes

Reaction equation

HRID 2353900 reaction equation
[C:1]([N:4]([CH2:23][C:24]1[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]=1)[CH:5]1[CH2:11][CH2:10][CH2:9][N:8]([C:12]([O:14][CH:15]([CH3:17])[CH3:16])=[O:13])[C:7]2[C:18](Br)=[CH:19][CH:20]=[CH:21][C:6]1=2)(=[O:3])[CH3:2].C([N:41](CC1C=C(C(F)(F)F)C=C(C(F)(F)F)C=1)C1CCCN(C(OC(C)C)=O)C2C=C(N)C=CC1=2)(=O)C>>[C:1]([N:4]([CH2:23][C:24]1[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]=1)[CH:5]1[CH2:11][CH2:10][CH2:9][N:8]([C:12]([O:14][CH:15]([CH3:17])[CH3:16])=[O:13])[C:7]2[C:18]([NH2:41])=[CH:19][CH:20]=[CH:21][C:6]1=2)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 59003104Isopropyl 5-[acetyl-(3,5-bistrifluoromethylbenzyl)amino]-8-amino-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylateHCID 59003164Isopropyl 5-[acetyl-(3,5-bistrifluoromethylbenzyl)amino]-9-bromo-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylate

Product 1

HCID 59003204Isopropyl 5-[Acetyl-(3,5-bis-trifluoromethyl-benzyl)-amino]-9-amino-2,3,4,5-tetrahydro-benzo[b]azepine-1-carboxylate

Procedure

This compound was prepared utilizing the same methodology described in Example 26 wherein replacement of isopropyl-5-[acetyl-(3,5-bistrifluoromethylbenzyl)amino]-8-bromo-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylate with isopropyl 5-[acetyl-(3,5-bistrifluoromethylbenzyl)amino]-9-bromo-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylate following the procedure of Example 26, Steps 1-2 for the synthesis of isopropyl 5-[acetyl-(3,5-bistrifluoromethylbenzyl)amino]-8-amino-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylate. CI MS 532 (M+H).

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-5cddf2aa92df4a2cad982c2933880ec0
Source dataset
uspto-grants-2010_07
Patent number
US07749992B2

Reaction notes

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