Methylamine → HCID 10044051, compound

HRID 1244592Notes

Reaction equation

[F:1][C:2]1[CH:24]=[CH:23][CH:22]=[C:21]([F:25])[C:3]=1[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([N:12]2[C:16](=[O:17])[CH2:15][C@@H:14]([C:18](O)=[O:19])[CH2:13]2)=[CH:8][CH:7]=1.CN.[CH3:28][N:29](C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>>[CH3:28][NH:29][C:18]([C@@H:14]1[CH2:15][C:16](=[O:17])[N:12]([C:9]2[CH:10]=[CH:11][C:6]([O:5][CH2:4][C:3]3[C:2]([F:1])=[CH:24][CH:23]=[CH:22][C:21]=3[F:25])=[CH:7][CH:8]=2)[CH2:13]1)=[O:19]

Participants

Reactant 3

HCID 6329Methylamine

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

HCID 68615913HCID 68615913, compound

Product 1

HCID 10044051HCID 10044051, compound

Procedure

In an analogous manner to that described in Example 24f), the condensation of the (R)-1-[4-(2,6-difluoro-benzyloxy)-phenyl]-5-oxo-pyrrolidine-3-carboxylic acid with methylamine using HBTU as the condensation agent yields the (R)-1-[4-(2,6-difluoro-benzyloxy)-phenyl]-5-oxo-pyrrolidine-3-carboxylic acid methylamide as a white solid. MS: m/e=361 (M+H)+.

Sources & evidence

ORD record: ord-d9342f66b22647bd8228ee1ce88bf0c0
Source dataset: uspto-grants-2006_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07122562B2

Reaction notes

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