Isopropyl 5-[acetyl-(3,5-bistrifluoromethylbenzyl)amino]-8-fluoro-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylate → Isopropyl-5-[acetyl-(3,5-bistrifluoromethylbenzyl)amino]-7-bromo-8-fluoro-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylate

HRID 2353893Notes

Reaction equation

HRID 2353893 reaction equation
[CH:1]([O:4][C:5]([N:7]1[CH2:13][CH2:12][CH2:11][CH:10]([N:14]([C:30](=[O:32])[CH3:31])[CH2:15][C:16]2[CH:21]=[C:20]([C:22]([F:25])([F:24])[F:23])[CH:19]=[C:18]([C:26]([F:29])([F:28])[F:27])[CH:17]=2)[C:9]2[CH:33]=[CH:34][C:35]([F:37])=[CH:36][C:8]1=2)=[O:6])([CH3:3])[CH3:2].C(OC(N1CCCC(N(C(=O)C)CC2C=C(C(F)(F)F)C=C(C(F)(F)F)C=2)C2C=C([Br:75])C(C)=CC1=2)=O)(C)C>>[CH:1]([O:4][C:5]([N:7]1[CH2:13][CH2:12][CH2:11][CH:10]([N:14]([C:30](=[O:32])[CH3:31])[CH2:15][C:16]2[CH:17]=[C:18]([C:26]([F:27])([F:29])[F:28])[CH:19]=[C:20]([C:22]([F:23])([F:25])[F:24])[CH:21]=2)[C:9]2[CH:33]=[C:34]([Br:75])[C:35]([F:37])=[CH:36][C:8]1=2)=[O:6])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 59003116Isopropyl 5-[acetyl-(3,5-bistrifluoromethylbenzyl)amino]-8-fluoro-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylateHCID 59003226Isopropyl-5-[acetyl-(3,5-bistrifluoromethylbenzyl)amino]-7-bromo-8-methyl-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylate

Product 1

HCID 59003113Isopropyl-5-[acetyl-(3,5-bistrifluoromethylbenzyl)amino]-7-bromo-8-fluoro-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylate

Procedure

This compound was prepared utilizing the same methodology described in Example 56 wherein replacement of isopropyl-5-[acetyl-(3,5-bistrifluoromethylbenzyl)amino]-8-methyl-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylate with isopropyl-5-[acetyl-(3,5-bistrifluoromethylbenzyl)amino]-8-fluoro-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylate following the procedure of Example 56 for the synthesis of isopropyl-5-[acetyl-(3,5-bistrifluoromethylbenzyl)amino]-7-bromo-8-methyl-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylate. ESI MS 613 (M+H).

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-f069d33ad99b46d38a39b5aee103efce
Source dataset
uspto-grants-2010_07
Patent number
US07749992B2

Reaction notes

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