Ethanamine, 2,2,2-trifluoro- → 1-Methyl-3-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)urea

HRID 341166Notes

Reaction equation

HRID 341166 reaction equation
[CH3:1][C:2]1([CH3:24])[C:6]([CH3:8])([CH3:7])[O:5][B:4]([C:9]2[CH:10]=[C:11]([NH:15][C:16]([NH:18][CH2:19]C(F)(F)F)=[O:17])[CH:12]=[CH:13][CH:14]=2)[O:3]1.FC(F)(F)CN>C1COCC1>[CH3:19][NH:18][C:16]([NH:15][C:11]1[CH:12]=[CH:13][CH:14]=[C:9]([B:4]2[O:5][C:6]([CH3:8])([CH3:7])[C:2]([CH3:24])([CH3:1])[O:3]2)[CH:10]=1)=[O:17]

Participants

4

Reactant 2

HCID 9773Ethanamine, 2,2,2-trifluoro-HCID 574976911-[3-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-3-(2,2,2-trifluoro-ethyl)-urea

Product 1

HCID 108023721-Methyl-3-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)urea

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Prepared as described for 1-[3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-3-(2,2,2-trifluoro-ethyl)-urea (I6), substituting methylamine in THF (2M) for 2,2,2-trifluoroethyl amine in Step 1. 1H NMR (400 MHz, CDCl3): 7.59-7.53 (2H, m), 7.50 (1H, d), 7.34 (1H, t), 2.83 (3H, s), 1.33 (12H, s).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-d2c20826f3614d5f921df2e5ac3274b2
Source dataset
uspto-grants-2014_11
Patent number
US08895745B2

Reaction notes

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