3-Furancarboxaldehyde, tetrahydro- → HCID 56655121, compound

HRID 2409163Notes

Reaction equation

HRID 2409163 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.[O:21]1[CH2:25][CH2:24][CH:23]([CH:26]=O)[CH2:22]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][CH2:26][CH:23]3[CH2:24][CH2:25][O:21][CH2:22]3)[CH:16]=[CH:15][C:14]=2[F:20])([CH3:12])[N:3]=1

Participants

4

Reactant 3

HCID 1575683-Furancarboxaldehyde, tetrahydro-HCID 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 56655121HCID 56655121, 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 tetrahydro-furan-3-carbaldehyde using decaborane yielded a mixture of epimers of the title compound as a colorless waxy solid. MS (ESI): m/z=363.4 [M+H]+.

Workup

  1. customyielded

Sources & evidence

ORD record
ord-22351fbd96cf4aecb1687a5ee6882b01
Source dataset
uspto-grants-2014_08
Patent number
US08815881B2

Reaction notes

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