Methyl 2-amino-3-methoxybenzoate → Isopropyl 5-[acetyl-(3,5-bistrifluoromethylbenzyl)amino]-9-methoxy-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylate

HRID 2353896Notes

Reaction equation

HRID 2353896 reaction equation
NC1C(OC)=CC=CC=1[C:4](OC)=[O:5].[CH:14]([O:17][C:18]([N:20]1[CH2:26][CH2:25][CH2:24][CH:23]([N:27]([C:43](=[O:45])[CH3:44])[CH2:28][C:29]2[CH:34]=[C:33]([C:35]([F:38])([F:37])[F:36])[CH:32]=[C:31]([C:39]([F:42])([F:41])[F:40])[CH:30]=2)[C:22]2[CH:46]=[CH:47][CH:48]=[CH:49][C:21]1=2)=[O:19])([CH3:16])[CH3:15]>>[C:43]([N:27]([CH2:28][C:29]1[CH:34]=[C:33]([C:35]([F:36])([F:37])[F:38])[CH:32]=[C:31]([C:39]([F:40])([F:41])[F:42])[CH:30]=1)[CH:23]1[CH2:24][CH2:25][CH2:26][N:20]([C:18]([O:17][CH:14]([CH3:16])[CH3:15])=[O:19])[C:21]2[C:49]([O:5][CH3:4])=[CH:48][CH:47]=[CH:46][C:22]1=2)(=[O:45])[CH3:44]

Participants

3

Reactant 2

HCID 602320Methyl 2-amino-3-methoxybenzoateHCID 113413065-[Acetyl-(3,5-bistrifluoromethylbenzyl)amino]-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylic acid isopropyl ester

Product 1

HCID 59003134Isopropyl 5-[acetyl-(3,5-bistrifluoromethylbenzyl)amino]-9-methoxy-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylate

Procedure

This compound was prepared utilizing the same methodology described in Example 1 wherein replacement of 2-amino-benzoic acid methyl ester with methyl 2-amino-3-methoxybenzoate following the procedure of Example 1, Steps 1-8 for the synthesis of 5-[acetyl-(3,5-bistrifluoromethylbenzyl)amino]-2,3,4,5-tetrahydrobenzo[b]azepine-1-carboxylic acid isopropyl ester. CI MS 547 (M+H).

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-0989cf9bc4f1454ea3382cadde67ffa0
Source dataset
uspto-grants-2010_07
Patent number
US07749992B2

Reaction notes

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