Trimethyl borate → HCID 53694235, compound

HRID 1459094Notes

Reaction equation

HRID 1459094 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[C:4]([F:21])[CH:3]=1.C([Li])CCC.[B:27](OC)([O:30]C)[O:28]C.FC1C(F)=CC=CC=1B(O)O>C1COCC1>[F:21][C:4]1[CH:3]=[C:2]([B:27]([OH:30])[OH:28])[CH:7]=[CH:6][C:5]=1[O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20]

Participants

6

Reactant 4

HCID 8470Trimethyl borateHCID 2734333(2,3-Difluorophenyl)boronic acidHCID 54553960HCID 54553960, compoundHCID 178418339Butyllithium

Product 1

HCID 53694235HCID 53694235, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Quantities: compound 13 (10.00 g, 0.039 mol) in anhydrous THF (150 ml), n-butyllithium (17 ml, 2.5M in hexane, 0.0425 mol), trimethyl borate (8.12 g, 0.078 mol) in anhydrous THF (50 ml). The experimental procedure was as described for the preparation of compound 2.

Sources & evidence

ORD record
ord-29d364cd698746eb868769f27a119f79
Source dataset
uspto-grants-1998_12
Patent number
US05853613

Reaction notes

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