Phenylboronic Acid → HCID 86732155, compound

HRID 930327Notes

Reaction equation

[C:1]1(B(O)O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl[C:11]1[CH:16]=[CH:15][N:14]=[C:13]([NH:17][C:18]2[CH:19]=[CH:20][C:21]([F:37])=[C:22]([C@:24]3([CH2:35][F:36])[CH2:29][C@@H:28]([C:30]([F:33])([F:32])[F:31])[O:27][C:26]([NH2:34])=[N:25]3)[CH:23]=2)[CH:12]=1>>[F:37][C:21]1[CH:20]=[CH:19][C:18]([NH:17][C:13]2[CH:12]=[C:11]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[CH:16]=[CH:15][N:14]=2)=[CH:23][C:22]=1[C@:24]1([CH2:35][F:36])[CH2:29][C@@H:28]([C:30]([F:33])([F:32])[F:31])[O:27][C:26]([NH2:34])=[N:25]1

Participants

Reactant 2

HCID 66827Phenylboronic Acid

HCID 86732156HCID 86732156, compound

Product 1

HCID 86732155HCID 86732155, compound

Procedure

The title compound was synthesized by procedures and steps analogous to those described in Method O, Example 111, but using phenylboronic acid and (4S,6S)-4-(5-((4-chloropyridin-2-yl)amino)-2-fluorophenyl)-4-(fluoromethyl)-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine (Example 16) as coupling partners. MS m/z=463 [M+H]+. Calculated for C23H19F5N4O: 462.4.

Sources & evidence

ORD record: ord-408fc468e0054f49a3e41e2b1135b5c8
Source dataset: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09296734B2

Reaction notes

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