Methyl 2,5-dibromopentanoate → (rac)-5-Bromo-2-[7-oxo-4-(3-trifluoromethoxy-phenyl)-[1,4]diazepan-1-yl]-pentanoic acid methyl ester

HRID 1096230Notes

Reaction equation

HRID 1096230 reaction equation
[F:1][C:2]([F:19])([F:18])[O:3][C:4]1[CH:5]=[C:6]([N:10]2[CH2:16][CH2:15][C:14](=[O:17])[NH:13][CH2:12][CH2:11]2)[CH:7]=[CH:8][CH:9]=1.[CH3:20][O:21][C:22](=[O:29])[CH:23](Br)[CH2:24][CH2:25][CH2:26][Br:27]>>[CH3:20][O:21][C:22](=[O:29])[CH:23]([N:13]1[C:14](=[O:17])[CH2:15][CH2:16][N:10]([C:6]2[CH:7]=[CH:8][CH:9]=[C:4]([O:3][C:2]([F:1])([F:18])[F:19])[CH:5]=2)[CH2:11][CH2:12]1)[CH2:24][CH2:25][CH2:26][Br:27]

Participants

3

Reactant 2

HCID 10912698Methyl 2,5-dibromopentanoateHCID 66782789HCID 66782789, compound

Product 1

HCID 66782878(rac)-5-Bromo-2-[7-oxo-4-(3-trifluoromethoxy-phenyl)-[1,4]diazepan-1-yl]-pentanoic acid methyl esterYield 92%

Procedure

In analogy to the procedure described in example 15B, 1-(3-trifluoromethoxy-phenyl)-[1,4]diazepan-5-one and (rac)-2,5-dibromo-pentanoic acid methyl ester gave the title compound in 92% yield as colorless oil. MS: 469.1 (1Br, MH+).

Sources & evidence

ORD record
ord-c410c1ca427a49c6874f08ce2ca8ac8b
Source dataset
uspto-grants-2012_03
Patent number
US08138175B2

Reaction notes

Loading…