5-Chlorothiophene-2-boronic acid → HCID 70055239, compound

HRID 583368Notes

Reaction equation

HRID 583368 reaction equation
[CH3:1][O:2][C:3](=[O:31])[C:4]1[CH:9]=[C:8](Br)[CH:7]=[C:6]([CH3:11])[C:5]=1[N:12]([S:20]([C:23]1[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[CH:25][CH:24]=1)(=[O:22])=[O:21])[CH2:13][C:14]1[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=1.[Cl:32][C:33]1[S:37][C:36](B(O)O)=[CH:35][CH:34]=1>>[CH3:1][O:2][C:3](=[O:31])[C:4]1[CH:9]=[C:8]([C:36]2[S:37][C:33]([Cl:32])=[CH:34][CH:35]=2)[CH:7]=[C:6]([CH3:11])[C:5]=1[N:12]([S:20]([C:23]1[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[CH:25][CH:24]=1)(=[O:22])=[O:21])[CH2:13][C:14]1[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=1

Participants

3

Reactant 2

HCID 27343245-Chlorothiophene-2-boronic acidHCID 70053864HCID 70053864, compound

Product 1

HCID 70055239HCID 70055239, compoundYield 61.1%

Procedure

In the same manner as described in Example 241, 505 mg (1.0 mmol) of the product of Example 89 and 357 mg (2.2 mmol) of 5-chlorothiophene-2-boronic acid provided 332 mg (61%) of the desired product as an yellow solid. Electrospray Mass Spec 543 (M+H).

Sources & evidence

ORD record
ord-3e22dd78188749399b9589edfe05a710
Source dataset
uspto-grants-1999_07
Patent number
US05929097

Reaction notes

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