1-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole → Methyl 6-(benzenesulphonylmethyl)-3-ethyl-2-(2-methyl-2H-pyrazol-3-yl)benzoate

HRID 2177788Notes

Reaction equation

HRID 2177788 reaction equation
[C:1]1([S:7]([CH2:10][C:11]2[C:16]([C:17]([O:19][CH2:20]C)=[O:18])=[C:15](O)[C:14]([C:23]3C=CO[CH:24]=3)=[CH:13][CH:12]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1(S(CC2C(C(OC)=O)=C(OS(C(F)(F)F)(=O)=O)C(CC)=CC=2)(=O)=O)C=CC=CC=1.[CH3:58][N:59]1[C:63](B2OC(C)(C)C(C)(C)O2)=[CH:62][CH:61]=[N:60]1>>[C:1]1([S:7]([CH2:10][C:11]2[C:16]([C:17]([O:19][CH3:20])=[O:18])=[C:15]([C:63]3[N:59]([CH3:58])[N:60]=[CH:61][CH:62]=3)[C:14]([CH2:23][CH3:24])=[CH:13][CH:12]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 49129081-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 67107629Ethyl 6-benzenesulphonylmethyl-3-(furan-3-yl)-2-hydroxybenzoateHCID 86677116Methyl 6-(benzenesulphonylmethyl)-3-ethyl-2-(trifluoromethanesulphonyloxy)benzoate2×

Product 1

HCID 67106935Methyl 6-(benzenesulphonylmethyl)-3-ethyl-2-(2-methyl-2H-pyrazol-3-yl)benzoate

Procedure

Prepared by proceeding in a similar manner to Intermediate 36, starting from methyl 6-(benzenesulphonylmethyl)-3-ethyl-2-(trifluoromethanesulphonyloxy)benzoate (Intermediate 127) and 1-methyl-1H-pyrazole-5-boronic acid pinacol ester.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-92c97bae74a14e55b600a7bcae2e27ec
Source dataset
uspto-grants-2015_06
Patent number
US09067905B2

Reaction notes

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