Phenylboronic Acid → HCID 11719300, compound

HRID 641631Notes

Reaction equation

Br[C:2]1[S:14][C:13]2[C:12]3[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=3[CH:6]([CH2:15][CH3:16])[N:5]([S:17]([C:20]3[CH:25]=[CH:24][C:23]([O:26]C)=[CH:22][CH:21]=3)(=[O:19])=[O:18])[C:4]=2[CH:3]=1.[C:28]1(B(O)O)[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>>[CH2:15]([CH:6]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=2[C:13]2[S:14][C:2]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)=[CH:3][C:4]=2[N:5]1[S:17]([C:20]1[CH:25]=[CH:24][C:23]([OH:26])=[CH:22][CH:21]=1)(=[O:19])=[O:18])[CH3:16]

Participants

Reactant 2

HCID 66827Phenylboronic Acid

HCID 58669396HCID 58669396, compound

Product 1

HCID 11719300HCID 11719300, compoundYield 50%

Procedure

Starting from 2-bromo-5-ethyl-4-[(4-methoxyphenyl)sulfonyl]-4,5-dihydrothieno[3,2-c]isoquinoline (1.02 g, 2.2 mmol) and substituting phenylboronic acid (0.35 g, 2.9 mmol) in place of 3-thiopheneboronic acid in Step 1, the title compound (0.38 g, 50%, m.p. ° C.) was synthesized in essentially the same manner as described in Example 8, Steps 1-2, for 4-[(5-ethyl-2-thien-3-ylthieno[3,2-c]isoquinolin-4(H)-yl)sulfonyl]phenol.

Sources & evidence

ORD record: ord-345dfd7dba47455695164a9029c73450
Source dataset: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07696221B2

Reaction notes

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