(4-Methoxy-2-methylphenyl)boronic acid → HCID 9997478, compound

HRID 2308258Notes

Reaction equation

HRID 2308258 reaction equation
Br[C:2]1[C:6]([CH3:7])=[C:5]([C:8]2[CH:13]=[CH:12][C:11]([O:14]C)=[C:10]([F:16])[CH:9]=2)[S:4][C:3]=1[CH:17]1[O:21]CCO1.C[O:23][C:24]1[CH:29]=[CH:28][C:27](B(O)O)=[C:26]([CH3:33])[CH:25]=1>>[F:16][C:10]1[CH:9]=[C:8]([C:5]2[S:4][C:3]([CH:17]=[O:21])=[C:2]([C:27]3[CH:28]=[CH:29][C:24]([OH:23])=[CH:25][C:26]=3[CH3:33])[C:6]=2[CH3:7])[CH:13]=[CH:12][C:11]=1[OH:14]

Participants

3

Reactant 2

HCID 2773486(4-Methoxy-2-methylphenyl)boronic acidHCID 22601710HCID 22601710, compound

Product 1

HCID 9997478HCID 9997478, compoundYield 76%

Procedure

Starting from 2-[3-bromo-5-(3-fluoro-4-methoxyphenyl)-4-methylthien-2-yl]-1,3-dioxolane (0.90 g, 2.4 mmol, made in Example 8, Step 1) and substituting 4-methoxy-2-methylphenylboronic acid (0.44 g, 2.7 mmol) in place of 4-methoxyphenylboronic acid (Step 2), the title compound (0.31 g, 76%, m.p. 227-30° C.) was synthesized in essentially the same manner as described in Example 1, Steps 2-4.

Sources & evidence

ORD record
ord-a70305a6a2634b138629273cc9d0f7bb
Source dataset
uspto-grants-2004_12
Patent number
US06835745B2

Reaction notes

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