2-(5,6-dihydro-2H-pyran-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane → HCID 58465894, compound

HRID 1472469Notes

Reaction equation

HRID 1472469 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]=[CH:10][C:9]=3[O:8][C:5]2=[CH:6][CH:7]=1.[F:23][C:24]1[CH:25]=[C:26](B(O)O)[CH:27]=[N:28][CH:29]=1.[O:33]1[CH2:38][CH2:37][CH:36]=[C:35](B2OC(C)(C)C(C)(C)O2)[CH2:34]1>>[O:33]1[CH2:38][CH2:37][CH:36]=[C:35]([C:12]2[N:11]=[CH:10][C:9]3[O:8][C:5]4[C:4]([C@@:15]5([CH2:20][CH2:19][O:18][C:17]([NH2:21])=[N:16]5)[C:14]=3[CH:13]=2)=[CH:3][C:2]([C:26]2[CH:27]=[N:28][CH:29]=[C:24]([F:23])[CH:25]=2)=[CH:7][CH:6]=4)[CH2:34]1

Participants

4

Reactant 3

HCID 158366332-(5,6-dihydro-2H-pyran-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 44717403(5-Fluoropyridin-3-yl)boronic acidHCID 58465998HCID 58465998, compound

Product 1

HCID 58465894HCID 58465894, compound

Procedure

The titled compound was synthesized by steps analogous to those described in method A1 above, but using intermediate 18B, 5-fluoropyridin-3-ylboronic acid and 2-(5,6-dihydro-2H-pyran-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane.

Sources & evidence

ORD record
ord-aa23b144eea44224a8188e655a52c87a
Source dataset
uspto-grants-2015_04
Patent number
US09012446B2

Reaction notes

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