(Pyridin-4-yl)boronic acid → HCID 178454018, compound

HRID 2271696Notes

Reaction equation

HRID 2271696 reaction equation
Br[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][C:6]([C:12](=[O:16])[CH:13]([CH3:15])[CH3:14])=[C:5]2[NH:17][C@H:18]1[CH2:23][CH2:22][C@H:21]([NH:24][C:25](=[O:31])[O:26][C:27]([CH3:30])([CH3:29])[CH3:28])[CH2:20][CH2:19]1.[N:32]1[CH:37]=[CH:36][C:35](B(O)O)=[CH:34][CH:33]=1>>[CH:13]1([C:12]([C:6]2[CH:7]=[N:8][C:9]3[C:4]([C:5]=2[NH:17][C@H:18]2[CH2:23][CH2:22][C@H:21]([NH:24][C:25](=[O:31])[O:26][C:27]([CH3:28])([CH3:30])[CH3:29])[CH2:20][CH2:19]2)=[CH:3][C:2]([C:35]2[CH:36]=[CH:37][N:32]=[CH:33][CH:34]=2)=[CH:11][CH:10]=3)=[O:16])[CH2:14][CH2:15]1

Participants

3

Reactant 2

HCID 2734379(Pyridin-4-yl)boronic acidHCID 178450270HCID 178450270, compound

Product 1

HCID 178454018HCID 178454018, compoundYield 102.8%

Procedure

Following general procedure D, tert-butyl trans-4-(6-bromo-3-isobutyrylquinolin-4-ylamino)cyclohexylcarbamate (49 mg, 0.100 mmol) was reacted with pyridin-4-ylboronic acid (25 mg, 0.200 mmol) to afford the crude product (50 mg) as an off-white solid: ESI MS m/z 487 [C29H34N4O3+H]+.

Sources & evidence

ORD record
ord-68090639fd834cd0b0062e1a8abd2d72
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

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