2-Chlorophenylboronic acid → HCID 59752587, compound

HRID 749883Notes

Reaction equation

HRID 749883 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.[Cl:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1B(O)O>>[Cl:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1[C:12]1[N:13]([CH2:18][CH3:19])[N:14]=[C:15]2[C:11]=1[CH2:10][CH2:9][NH:8][CH2:17][CH2:16]2

Participants

3

Reactant 2

HCID 27343222-Chlorophenylboronic acidHCID 86598381HCID 86598381, compound

Product 1

HCID 59752587HCID 59752587, compoundYield 48.2%

Procedure

The title compound (73 mg) was prepared according to Example 263 using 227 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 120 mg of 2-chlorophenylboronic acid. MS (ESI): exact mass calculated for C15H18ClN3, 275.12; found, m/z 276.4 [M+H]+, 278.4 [M+H]+. 1H NMR (500 MHz, CD3OD): 7.64-7.62 (m, 1H), 7.58-7.48 (m, 2H), 7.41-7.39 (m, 1H), 3.97-3.86 (m, 2H), 3.44-3.42 (m, 2H), 3.20-3.17 (m, 2H), 2.70-2.63 (m, 2H), 1.26 (t, J=7.2 Hz, 3H).

Sources & evidence

ORD record
ord-b918e56a46fc4b10a16b05fd303f3837
Source dataset
uspto-grants-2008_07
Patent number
US07402680B2

Reaction notes

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