2,6-Dibromopyridine → Benzyl 6-bromo-3',6'-dihydro-2,4'-bipyridine-1'(2'H)-carboxylate

HRID 385816Notes

Reaction equation

HRID 385816 reaction equation
Br[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Br:8])[N:3]=1.CC1(C)C(C)(C)OB([C:17]2[CH2:18][CH2:19][N:20]([C:23]([O:25][CH2:26][C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[O:24])[CH2:21][CH:22]=2)O1>>[Br:8][C:4]1[N:3]=[C:2]([C:17]2[CH2:22][CH2:21][N:20]([C:23]([O:25][CH2:26][C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=3)=[O:24])[CH2:19][CH:18]=2)[CH:7]=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 122742,6-DibromopyridineHCID 112908361-Carbobenzoxy-1,2,3,6-tetrahydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

Product 1

HCID 57980777Benzyl 6-bromo-3',6'-dihydro-2,4'-bipyridine-1'(2'H)-carboxylate

Procedure

The title compound was prepared by using the procedure listed in Example 177 Step 3 with 2,6-dibromopyridine (0.77 g, 3.21 mmol) and benzyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydropyridine-1(2H)-carboxylate (1.05 g, 3.06 mmol) as the starting materials.

Sources & evidence

ORD record
ord-e08bb35c072d4cb3b0a7d6b4316509ba
Source dataset
uspto-grants-2013_02
Patent number
US08367706B2

Reaction notes

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