(2-Fluoro-6-methoxyphenyl)boronic acid → HCID 66854582, compound

HRID 2282250Notes

Reaction equation

HRID 2282250 reaction equation
COC1C=C(OC)C=CC=1[C:11]1[N:12]=[C:13]([C:21]2[C:22]([CH3:30])=[N:23][N:24]3[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=23)[S:14]C=1C1N=CNN=1.[F:31][C:32]1[CH:37]=[CH:36][CH:35]=[C:34]([O:38][CH3:39])[C:33]=1B(O)O.C[CH2:44][O:45][C:46]([CH3:48])=[O:47].CCCCCC>>[F:31][C:32]1[CH:37]=[CH:36][CH:35]=[C:34]([O:38][CH3:39])[C:33]=1[C:11]1[N:12]=[C:13]([C:21]2[C:22]([CH3:30])=[N:23][N:24]3[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=23)[S:14][C:48]=1[C:46]([O:45][CH3:44])=[O:47]

Participants

4

Reactant 3

HCID 3294524(2-Fluoro-6-methoxyphenyl)boronic acidHCID 21226206Ethyl acetate hexaneHCID 178488934HCID 178488934, compound

Product 1

HCID 66854582HCID 66854582, compound

Procedure

According to the similar manner described in Example 97-B (i), the title compound (86 mg, 93%) has been obtained as a yellow solid by the Suzuki coupling reaction using methyl 2-(2-methylpyrazolo[1,5-a]pyridin-3-yl)-4-{[(trifluoromethyl)sulfonyl]oxy}-1,3-thiazole-5-carboxylate (97.3 mg, 0.231 mmol) obtained in Example 13-B (ii) and (2-fluoro-6-methoxyphenyl)boronic acid (78.5 mg, 0.462 mmol. The pure title compound has been obtained by the basic silica gel column chromatographic purification (EtOAc/hexane=0/100→30/70).

Sources & evidence

ORD record
ord-94233b07afe14be29417e9e74b92ed2f
Source dataset
uspto-grants-2015_09
Patent number
US09139589B2

Reaction notes

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