Methyl 2-(3-oxocyclopentyl)acetate → HCID 57516115, compound

HRID 2409174Notes

Reaction equation

HRID 2409174 reaction equation
[NH2:1][C:2]1[N:7]([CH3:8])[C:6](=[O:9])[C:5]([CH3:11])([CH3:10])[C@:4]([C:13]2[CH:18]=[C:17]([NH2:19])[CH:16]=[CH:15][C:14]=2[F:20])([CH3:12])[N:3]=1.[CH3:21][O:22][C:23](=[O:31])[CH2:24][CH:25]1[CH2:29][CH2:28][C:27](=O)[CH2:26]1.[B][B][B][B][B][B][B][B][B][B]>>[CH3:21][O:22][C:23](=[O:31])[CH2:24][CH:25]1[CH2:29][CH2:28][CH:27]([NH:19][C:17]2[CH:16]=[CH:15][C:14]([F:20])=[C:13]([C@:4]3([CH3:12])[C:5]([CH3:10])([CH3:11])[C:6](=[O:9])[N:7]([CH3:8])[C:2]([NH2:1])=[N:3]3)[CH:18]=2)[CH2:26]1

Participants

4

Reactant 3

HCID 11355614Methyl 2-(3-oxocyclopentyl)acetateHCID 57497157(S)-2-amino-6-(5-amino-2-fluoro-phenyl)-3,5,5,6-tetramethyl-5,6-dihydro-3H-pyrimidin-4-one2×HCID 178419135HCID 178419135, compound

Product 1

HCID 57516115HCID 57516115, compound

Procedure

The reductive amination of (S)-2-amino-6-(5-amino-2-fluoro-phenyl)-3,5,5,6-tetramethyl-5,6-dihydro-3H-pyrimidin-4-one (intermediate J) and (3-oxo-cyclopentyl)-acetic acid methyl ester using decaborane yielded a mixture of isomers of the title compound as a white foam. MS (ESI): m/z=419.3 [M+H]+.

Workup

  1. customyielded

Sources & evidence

ORD record
ord-a8a2bb4bc5784bb180245fb32ea1f5f2
Source dataset
uspto-grants-2014_08
Patent number
US08815881B2

Reaction notes

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