4-Methylpyridine-3-Boronic Acid → HCID 66714778, compound

HRID 1405075Notes

Reaction equation

HRID 1405075 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1B(O)O.Br[C:12]1[C:17]([O:18][CH3:19])=[CH:16][C:15]([NH:20]C(=O)C)=[C:14]([CH3:24])[CH:13]=1.CC1C=C(C=CC=1C1C=NC=CC=1C)N>>[CH3:19][O:18][C:17]1[C:12]([C:3]2[CH:4]=[N:5][CH:6]=[CH:7][C:2]=2[CH3:1])=[CH:13][C:14]([CH3:24])=[C:15]([CH:16]=1)[NH2:20]

Participants

4

Reactant 3

HCID 27627114-Methylpyridine-3-Boronic AcidHCID 44512476HCID 44512476, compoundHCID 66272095HCID 66272095, compound

Product 1

HCID 66714778HCID 66714778, compound

Procedure

Intermediate 22 was prepared from Intermediate 1A and Intermediate 22B by the procedures described for the preparation of Intermediate 1, and was obtained as a pale yellow solid (55% yield). MS (ES): m/z=229.3 [M+H]+. Intermediate 22 was used in the synthesis of Example 20.

Sources & evidence

ORD record
ord-33e712ce283045deb1dfa39cd3af7376
Source dataset
uspto-grants-2014_12
Patent number
US08916553B2

Reaction notes

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