2-Fluoropyridine-4-boronic acid → (S)-1-fluoro-7-(5-fluoropyridin-3-yl)-3-(2-fluoropyridin-4-yl)-5',6'-dihydrospiro[chromeno[2,3-c]pyridine-5,4'-[1,3]oxazin]-2'-amine

HRID 455728Notes

Reaction equation

HRID 455728 reaction equation
Br[C:2]1[CH:3]=[C:4]2[C@@:15]3([CH2:20][CH2:19][O:18][C:17]([NH2:21])=[N:16]3)[C:14]3[CH:13]=[C:12](Cl)[N:11]=[C:10]([F:23])[C:9]=3[O:8][C:5]2=[CH:6][CH:7]=1.[F:24][C:25]1[CH:26]=[C:27](B(O)O)[CH:28]=[N:29][CH:30]=1.[F:34][C:35]1[CH:40]=[C:39](B(O)O)[CH:38]=[CH:37][N:36]=1>>[F:23][C:10]1[C:9]2[O:8][C:5]3[C:4]([C@@:15]4([CH2:20][CH2:19][O:18][C:17]([NH2:21])=[N:16]4)[C:14]=2[CH:13]=[C:12]([C:39]2[CH:38]=[CH:37][N:36]=[C:35]([F:34])[CH:40]=2)[N:11]=1)=[CH:3][C:2]([C:27]1[CH:28]=[N:29][CH:30]=[C:25]([F:24])[CH:26]=1)=[CH:7][CH:6]=3

Participants

4

Reactant 3

HCID 27833962-Fluoropyridine-4-boronic acidHCID 44717403(5-Fluoropyridin-3-yl)boronic acidHCID 58465925(S)-7-bromo-3-chloro-1-fluoro-5',6'-dihydrospiro[chromeno[2,3-c]pyridine-5,4'-[1,3]oxazin]-2'-amine

Product 1

HCID 58465967(S)-1-fluoro-7-(5-fluoropyridin-3-yl)-3-(2-fluoropyridin-4-yl)-5',6'-dihydrospiro[chromeno[2,3-c]pyridine-5,4'-[1,3]oxazin]-2'-amine

Procedure

The title compound was synthesized by steps analogous to those described in method A1 above, but using intermediate 15B, 5-fluoropyridin-3-ylboronic acid and 2-fluoropyridine-4-boronic acid.

Sources & evidence

ORD record
ord-5f67d3a31fa84d0495307b376ed1c78a
Source dataset
uspto-grants-2013_07
Patent number
US08497264B2

Reaction notes

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