Methyl 2,5-dibromopentanoate → (Rac)-5-bromo-2-[7-oxo-4-(3-trifluoromethyl-phenyl)-[1,4]diazepan-1-yl]-pentanoic acid methyl ester

HRID 1096227Notes

Reaction equation

HRID 1096227 reaction equation
[F:1][C:2]([F:18])([F:17])[C:3]1[CH:4]=[C:5]([N:9]2[CH2:15][CH2:14][C:13](=[O:16])[NH:12][CH2:11][CH2:10]2)[CH:6]=[CH:7][CH:8]=1.[CH3:19][O:20][C:21](=[O:28])[CH:22](Br)[CH2:23][CH2:24][CH2:25][Br:26]>>[CH3:19][O:20][C:21](=[O:28])[CH:22]([N:12]1[C:13](=[O:16])[CH2:14][CH2:15][N:9]([C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:1])([F:17])[F:18])[CH:4]=2)[CH2:10][CH2:11]1)[CH2:23][CH2:24][CH2:25][Br:26]

Participants

3

Reactant 2

HCID 10912698Methyl 2,5-dibromopentanoateHCID 217545091-(3-Trifluoromethyl-phenyl)-[1,4]diazepan-5-one

Product 1

HCID 66783116(Rac)-5-bromo-2-[7-oxo-4-(3-trifluoromethyl-phenyl)-[1,4]diazepan-1-yl]-pentanoic acid methyl esterYield 97%

Procedure

In analogy to the procedure described in example 15B, 1-(3-trifluoromethyl-phenyl)-[1,4]diazepan-5-one (example 15 A) and (rac)-2,5-dibromo-pentanoic acid methyl ester gave the title compound in 97% yield as yellow oil. MS: 453.1 (1Br, MH+).

Sources & evidence

ORD record
ord-d4a1d5ed96fc469894f746d739a888d7
Source dataset
uspto-grants-2012_03
Patent number
US08138175B2

Reaction notes

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