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

HRID 2353874Notes

Reaction equation

HRID 2353874 reaction equation
NC1C=C([F:11])C=CC=1C([O-])=O.[C:12]([N:15]([CH2:34][C:35]1[CH:40]=[C:39]([C:41]([F:44])([F:43])[F:42])[CH:38]=[C:37]([C:45]([F:48])([F:47])[F:46])[CH:36]=1)[CH:16]1[CH2:22][CH2:21][CH2:20][N:19]([C:23]([O:25][CH:26]([CH3:28])[CH3:27])=[O:24])[C:18]2[CH:29]=[C:30](Br)[CH:31]=[CH:32][C:17]1=2)(=[O:14])[CH3:13]>>[C:12]([N:15]([CH2:34][C:35]1[CH:40]=[C:39]([C:41]([F:44])([F:43])[F:42])[CH:38]=[C:37]([C:45]([F:48])([F:47])[F:46])[CH:36]=1)[CH:16]1[CH2:22][CH2:21][CH2:20][N:19]([C:23]([O:25][CH:26]([CH3:28])[CH3:27])=[O:24])[C:18]2[CH:29]=[C:30]([F:11])[CH:31]=[CH:32][C:17]1=2)(=[O:14])[CH3:13]

Participants

3

Reactant 2

HCID 69503792-Amino-4-fluorobenzoateHCID 59003154Isopropyl 5-[acetyl-(3,5-bistrifluoromethylbenzyl)amino]-8-bromo-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylate

Product 1

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

Procedure

This compound was prepared utilizing the same methodology described in Example 22 by replacement of methyl 2-amino-4-bromobenzoate with 2-amino-4-fluorobenzoate following the procedure of Example 22, Steps 1-6 for the synthesis of isopropyl 5-[acetyl-(3,5-bistrifluoromethylbenzyl)amino]-8-bromo-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylate. EI MS 535 (M+H).

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-32fbc93055294103b89f0b71b18d0ee4
Source dataset
uspto-grants-2010_07
Patent number
US07749992B2

Reaction notes

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