Dimethylamine → (S)-4-Hydroxy-N,N-dimethyl-2-[7-oxo4-(3-trifluoromethyl-phenyl)-[1,4]diazepan-1-yl]-butyramide

HRID 1096219Notes

Reaction equation

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

Participants

Reactant 2

HCID 674Dimethylamine

HCID 66783577HCID 66783577, compound

Product 1

HCID 66783225(S)-4-Hydroxy-N,N-dimethyl-2-[7-oxo4-(3-trifluoromethyl-phenyl)-[1,4]diazepan-1-yl]-butyramide

Procedure

In analogy to the procedure described in example 17A, 4-((S)-2-oxo-tetrahydro-furan-3-yl)-1-(3-trifluoromethyl-phenyl)-[1,4]diazepan-5-one (example 7) and dimethylamine (5.6 M in EtOH) gave the title compound in quantitative yield as an yellow oil. MS: 388.1 (MH+).

Sources & evidence

ORD record: ord-3dda1323887f483ca3a2427e8b79fe08
Source dataset: uspto-grants-2012_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08138175B2

Reaction notes

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