Thiophene-3-boronic acid → HCID 59752678, compound

HRID 2106338Notes

Reaction equation

HRID 2106338 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]([C:18]([CH3:21])([CH3:20])[CH3:19])[N:14]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[S:30]1[CH:34]=[CH:33][C:32](B(O)O)=[CH:31]1>>[C:18]([N:13]1[C:12]([C:32]2[CH:33]=[CH:34][S:30][CH:31]=2)=[C:11]2[C:15]([CH2:16][CH2:17][NH:8][CH2:9][CH2:10]2)=[N:14]1)([CH3:19])([CH3:20])[CH3:21]

Participants

3

Reactant 2

HCID 581760Thiophene-3-boronic acidHCID 86598388HCID 86598388, compound

Product 1

HCID 59752678HCID 59752678, compoundYield 65.2%

Procedure

The title compound (83 mg) was prepared according to Example 215 using 204 mg of 2-(tert-butyl)-3-trifluoromethanesulfonyloxy-4,5,7,8-tetrahydro-2H-1,2,6-triaza-azulene-6-carboxylic acid tert-butyl ester (Example 215, Step A) and 177 mg of 3-thiopheneboronic acid. MS (ESI): exact mass calculated for C15H21N3S, 275.15; found, m/z 276.4 [M+H]+. 1H NMR (500 MHz, CD3OD): 7.59-7.57 (m, 1H), 7.43-7.42 (m, 1H), 7.08-7.06 (m, 1H), 3.38-3.36 (m, 2H), 3.25-3.23 (m, 2H), 3.13-3.11 (m, 2H), 2.56-2.54 (m, 2H), 1.43 (s, 9H).

Sources & evidence

ORD record
ord-c38ec4df5209408abf53dfecaaff86f6
Source dataset
uspto-grants-2009_08
Patent number
US07579470B2

Reaction notes

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