Methylamine → HCID 11740371, compound

HRID 1823034Notes

Reaction equation

[O:1]=[C:2]1[N:6]([C:7]2[CH:12]=[CH:11][C:10]([O:13][CH2:14][C:15]3[C:20]([F:21])=[CH:19][C:18]([F:22])=[CH:17][C:16]=3[F:23])=[CH:9][CH:8]=2)[CH2:5][C@H:4]([C:24]([OH:26])=O)[CH2:3]1.CN.[CH3:29][N:30](C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>>[CH3:29][NH:30][C:24]([C@@H:4]1[CH2:3][C:2](=[O:1])[N:6]([C:7]2[CH:12]=[CH:11][C:10]([O:13][CH2:14][C:15]3[C:20]([F:21])=[CH:19][C:18]([F:22])=[CH:17][C:16]=3[F:23])=[CH:9][CH:8]=2)[CH2:5]1)=[O:26]

Participants

Reactant 3

HCID 6329Methylamine

HCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)

HCID 68614445HCID 68614445, compound

Product 1

HCID 11740371HCID 11740371, compound

Procedure

In an analogous manner to that described in Example 24f), the condensation of the (R)-5-oxo-1-[4-(2,4,6-trifluoro-benzyloxy)-phenyl]-pyrrolidine-3-carboxylic acid with methylamine using HBTU as the condensation agent yields the (R)-5-Oxo-1-[4-(2,4,6-Trifluoro-benzyloxy)-phenyl]-pyrrolidine-3-carboxylic acid methylamide as a white solid. MS: m/e=379 (M+H)+.

Sources & evidence

ORD record: ord-c0658bbc4afd4893b41be3ec7c632bf1
Source dataset: uspto-grants-2006_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07037935B2

Reaction notes

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