4-Cyanophenylboronic acid → HCID 59752621, compound

HRID 2106359Notes

Reaction equation

HRID 2106359 reaction equation
C(OC([N:8]1[CH2:17][CH2:16][C:15]2[C:11](=[C:12](OS(C(F)(F)F)(=O)=O)[N:13]([CH2:18][CH3:19])[N:14]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[C:28]([C:30]1[CH:35]=[CH:34][C:33](B(O)O)=[CH:32][CH:31]=1)#[N:29]>>[CH2:18]([N:13]1[C:12]([C:33]2[CH:34]=[CH:35][C:30]([C:28]#[N:29])=[CH:31][CH:32]=2)=[C:11]2[C:15]([CH2:16][CH2:17][NH:8][CH2:9][CH2:10]2)=[N:14]1)[CH3:19]

Participants

3

Reactant 2

HCID 27343264-Cyanophenylboronic acidHCID 86598381HCID 86598381, compound

Product 1

HCID 59752621HCID 59752621, compoundYield 35.6%

Procedure

The title compound (47 mg) was prepared according to Example 193 using 205 mg of 2-ethyl-3-trifluoromethanesulfonyloxy-4,5,7,8-tetrahydro-2H-1,2,6-triaza-azulene-6-carboxylic acid tert-butyl ester (Example 193, Step A) and 218 mg of 4-cyanophenylboronic acid. MS (ESI): exact mass calculated for C16H18N4, 266.15; found, m/z 267.5 [M+H]+. 1H NMR (500 MHz, CD3OD): 7.93-7.91 (m, 2H), 7.58-7.56 (m, 2H), 4.03 (q, J=7.2 Hz, 2H), 3.43-3.40 (m, 2H), 3.18-3.16 (m, 2H), 2.82-2.80 (m, 2H), 1.29 (t, J=7.2 Hz, 3H).

Sources & evidence

ORD record
ord-af9a6364b1c248d0ba308a8934bc4ee8
Source dataset
uspto-grants-2009_08
Patent number
US07579470B2

Reaction notes

Loading…