2-Thiopheneboronic acid → HCID 11323670, compound

HRID 749855Notes

Reaction equation

HRID 749855 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]([CH:18]3[CH2:22][CH2:21][CH2:20][CH2:19]3)[N:14]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[S:31]1[CH:35]=[CH:34][CH:33]=[C:32]1B(O)O>>[CH:18]1([N:13]2[C:12]([C:32]3[S:31][CH:35]=[CH:34][CH:33]=3)=[C:11]3[C:15]([CH2:16][CH2:17][NH:8][CH2:9][CH2:10]3)=[N:14]2)[CH2:19][CH2:20][CH2:21][CH2:22]1

Participants

3

Reactant 2

HCID 27339602-Thiopheneboronic acidHCID 86598377HCID 86598377, compound

Product 1

HCID 11323670HCID 11323670, compoundYield 65.5%

Procedure

The title compound (83 mg) was prepared according to Example 180 using 200 mg of 2-cyclopentyl-3-trifluoromethanesulfonyloxy-4,5,7,8-tetrahydro-2H-1,2,6-triaza-azulene-6-carboxylic acid tert-butyl ester (Example 180, Step A) and 282 mg of 2-thiopheneboronic acid. MS (ESI): exact mass calculated for C16H21N3S, 287.15; found, m/z 288.4 [M+H]+. 1H NMR (500 MHz, CD3OD): 7.70-7.68 (m, 1H), 7.24-7.22 (m, 1H), 7.15-7.14 (m, 1H), 4.64 (m, 1H), 3.41-3.39 (m, 2H), 3.16-3.15 (m, 2H), 2.85-2.83 (m, 2H), 2.01-1.88 (m, 6H), 1.64-1.60 (m, 2H).

Sources & evidence

ORD record
ord-95ae7ac43b49410486dfaea45e90a1c2
Source dataset
uspto-grants-2008_07
Patent number
US07402680B2

Reaction notes

Loading…