3-Chloro-4-fluorophenylboronic Acid (contains varying amounts of Anhydride) → HCID 59752682, compound

HRID 749862Notes

Reaction equation

HRID 749862 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.[Cl:31][C:32]1[CH:33]=[C:34](B(O)O)[CH:35]=[CH:36][C:37]=1[F:38]>>[Cl:31][C:32]1[CH:33]=[CH:34][C:35]([C:12]2[N:13]([CH:18]3[CH2:19][CH2:20][CH2:21][CH2:22]3)[N:14]=[C:15]3[C:11]=2[CH2:10][CH2:9][NH:8][CH2:17][CH2:16]3)=[CH:36][C:37]=1[F:38]

Participants

3

Reactant 2

HCID 27346603-Chloro-4-fluorophenylboronic Acid (contains varying amounts of Anhydride)HCID 86598377HCID 86598377, compound

Product 1

HCID 59752682HCID 59752682, compoundYield 28.8%

Procedure

The title compound (31 mg) was prepared according to Example 180 using 146 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 168 mg of 3-chloro-4-fluorophenylboronic acid. MS (ESI): exact mass calculated for C18H21ClFN3, 333.14; found, m/z 334.4 [M+H]+, 336.4 [M+H]+. 1H NMR (500 MHz, CD3OD): 7.39-7.31 (m, 2H), 7.22-7.18 (m, 1H), 4.37 (m, 1H), 3.31-3.28 (m, 2H), 3.07-3.03 (m, 2H), 2.67-2.64 (m, 2H), 2.11-1.78 (m, 6H), 1.56-1.47 (m, 2H).

Sources & evidence

ORD record
ord-031ed2d3a3b24d938b4cd39961f975eb
Source dataset
uspto-grants-2008_07
Patent number
US07402680B2

Reaction notes

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