4,4,5,5-Tetramethyl-2-(thiophen-2-yl)-1,3,2-dioxaborolane → Methyl 6-(benzenesulphonylmethyl)-2-methoxy-3-(thien-2-yl)-benzoate

HRID 2177775Notes

Reaction equation

HRID 2177775 reaction equation
O1[CH:5]=[CH:4][C:3]([C:6]2[C:7]([O:28][CH3:29])=[C:8]([C:14]([CH2:17][S:18]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3C)(=[O:20])=[O:19])=[CH:15][CH:16]=2)[C:9]([O:11][CH2:12]C)=[O:10])=C1.[C:30]1([S:36](CC2C(C(OC)=O)=C(OC)C(Br)=CC=2)(=O)=O)C=CC=CC=1.CC1(C)C(C)(C)OB(C2SC=CC=2)O1>>[C:21]1([S:18]([CH2:17][C:14]2[C:8]([C:9]([O:11][CH3:12])=[O:10])=[C:7]([O:28][CH3:29])[C:6]([C:3]3[S:36][CH:30]=[CH:5][CH:4]=3)=[CH:16][CH:15]=2)(=[O:19])=[O:20])[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

Participants

4

Reactant 3

HCID 107036284,4,5,5-Tetramethyl-2-(thiophen-2-yl)-1,3,2-dioxaborolaneHCID 66685730Methyl 6-(benzenesulfonylmethyl)-3-bromo-2-methoxybenzoate2×HCID 67107552Ethyl 3-(furan-3-yl)-2-methoxy-6-(2-methylbenzenesulphonylmethyl)benzoate

Product 1

HCID 67107746Methyl 6-(benzenesulphonylmethyl)-2-methoxy-3-(thien-2-yl)-benzoate

Procedure

Prepared by proceeding in a manner similar to Intermediate 28, starting from methyl 6-(benzenesulphonylmethyl)-3-bromo-2-methoxybenzoate (Intermediate 65) and 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-43453afb4cc84975b26565e5c5e41a36
Source dataset
uspto-grants-2015_06
Patent number
US09067905B2

Reaction notes

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