(2R,6S)-2,6-dimethyloxan-4-one → HCID 57497001, compound

HRID 2409205Notes

Reaction equation

HRID 2409205 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][C@@H:22]1[CH2:27][C:26](=O)[CH2:25][C@H:24]([CH3:29])[O:23]1.[B][B][B][B][B][B][B][B][B][B]>>[NH2:1][C:2]1[N:7]([CH3:8])[C:6](=[O:9])[C:5]([CH3:10])([CH3:11])[C@:4]([C:13]2[CH:18]=[C:17]([NH:19][CH:26]3[CH2:25][C@H:24]([CH3:29])[O:23][C@H:22]([CH3:21])[CH2:27]3)[CH:16]=[CH:15][C:14]=2[F:20])([CH3:12])[N:3]=1

Participants

4

Reactant 3

HCID 10441716(2R,6S)-2,6-dimethyloxan-4-oneHCID 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 57497001HCID 57497001, 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 (2R,6S)-2,6-dimethyl-tetrahydro-pyran-4-one using decaborane yielded the title compound as a white solid. MS (ESI): m/z=391.1 [M+H]+.

Sources & evidence

ORD record
ord-2ce7c66b0c4f4e55a876cfe5c3864baa
Source dataset
uspto-grants-2014_08
Patent number
US08815881B2

Reaction notes

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