(Pyrimidin-5-yl)boronic acid → HCID 16005192, compound

HRID 1175631Notes

Reaction equation

HRID 1175631 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH3:17])([CH3:16])[C:9]([NH:11][CH2:12][CH:13]([CH3:15])[CH3:14])=[O:10])=[CH:4][CH:3]=1.[N:18]1[CH:23]=[C:22](B(O)O)[CH:21]=[N:20][CH:19]=1>>[CH2:12]([NH:11][C:9](=[O:10])[C:8]([CH3:17])([C:5]1[CH:6]=[CH:7][C:2]([C:22]2[CH:23]=[N:18][CH:19]=[N:20][CH:21]=2)=[CH:3][CH:4]=1)[CH3:16])[CH:13]([CH3:15])[CH3:14]

Participants

3

Reactant 2

HCID 2795193(Pyrimidin-5-yl)boronic acidHCID 687750752-(4-Bromophenyl)-N-isobutyl-2-methylpropanamide

Product 1

HCID 16005192HCID 16005192, compound

Procedure

Prepared in a similar manner to Example 1 from 2-(4-bromophenyl)-N-isobutyl-2-methylpropanamide (example 1a) and pyrimidin-5-ylboronic acid. Yeld: 64%. 1H NMR (400 MHz, dMSO): δ 0.75-0.77 (d, 6H), 1.49 (s, 6H), 1.69-1.72 (m, 1H), 2.84-2.87 (t, 2H), 7.41 (t, 1H), 7.45-7.47 (d, 3H), 7.77-7.79 (d, 2H), 9.14 (s, 2H), 9.18 (s, 1H); MS+H (297.7).

Sources & evidence

ORD record
ord-9ca0e2c5b11b457dbf7525b80253e4a6
Source dataset
uspto-grants-2010_11
Patent number
US07842324B2

Reaction notes

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