4-(Trifluoromethyl)phenylboronic acid → HCID 24873381, compound

HRID 749816Notes

Reaction equation

HRID 749816 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][C:19]([F:22])([F:21])[F:20])[N:14]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[F:31][C:32]([F:43])([F:42])[C:33]1[CH:38]=[CH:37][C:36](B(O)O)=[CH:35][CH:34]=1>>[F:22][C:19]([F:20])([F:21])[CH2:18][N:13]1[C:12]([C:36]2[CH:37]=[CH:38][C:33]([C:32]([F:43])([F:42])[F:31])=[CH:34][CH:35]=2)=[C:11]2[C:15]([CH2:16][CH2:17][NH:8][CH2:9][CH2:10]2)=[N:14]1

Participants

3

Reactant 2

HCID 27343894-(Trifluoromethyl)phenylboronic acidHCID 86598379HCID 86598379, compound

Product 1

HCID 24873381HCID 24873381, compoundYield 57.2%

Procedure

The title compound (128 mg) was prepared as in Example 177, Steps C and D, using 288 mg of 2-(2,2,2-trifluoro-ethyl)-3-trifluoromethanesulfonyloxy-4,5,7,8-tetrahydro-2H-1,2,6-triaza-azulene-6-carboxylic acid tert-butyl ester (Example 187, Step A) and 468 mg of 4-trifluoromethylphenylboronic acid. MS (ESI): exact mass calculated for C16H15F6N3, 363.12; found, m/z 364.0 [M+H]+. 1H NMR (500 MHz, CDCl3): 7.93-7.83 (m, 2H), 7.62-7.54 (m, 2H), 4.75 (q, J=8.6 Hz, 2H), 3.47-3.39 (m, 2H), 3.38-3.27 (m, 2H), 3.24-3.15 (m, 2H), 2.87-2.76 (m, 2H).

Sources & evidence

ORD record
ord-8d2f4c07a0714d4a8ddf1a5f27c9818f
Source dataset
uspto-grants-2008_07
Patent number
US07402680B2

Reaction notes

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