Trimethyl borate → HCID 71599375, compound

HRID 1622451Notes

Reaction equation

HRID 1622451 reaction equation
Br[C:2]1[C:10]2[N:9]=[C:8]([CH3:11])[N:7]([CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([Cl:19])[C:14]=3[Cl:20])[C:6]=2[CH:5]=[C:4]([N:21]2[CH2:26][CH2:25][O:24][CH2:23][CH2:22]2)[CH:3]=1.C[O:28][B:29](OC)[O:30]C>>[Cl:20][C:14]1[C:15]([Cl:19])=[CH:16][CH:17]=[CH:18][C:13]=1[CH2:12][N:7]1[C:6]2[CH:5]=[C:4]([N:21]3[CH2:26][CH2:25][O:24][CH2:23][CH2:22]3)[CH:3]=[C:2]([B:29]([OH:30])[OH:28])[C:10]=2[N:9]=[C:8]1[CH3:11]

Participants

3

Reactant 2

HCID 8470Trimethyl borateHCID 669767924-(4-bromo-1-(2,3-dichlorobenzyl)-2-methyl-1H-benzo[d]imidazol-6-yl)morpholine

Product 1

HCID 71599375HCID 71599375, compound

Procedure

The titled compound was prepared from 4-(4-bromo-1-(2,3-dichlorobenzyl)-2-methyl-1H-benzo[d]imidazol-6-yl)morpholine (0.9 g, 1.977 mmol) using Method A with trimethylborate to give the product (82 mg, 10%). 1H NMR (400 MHz, DMSO-d6) δ ppm 2.45 (s, 3H) 2.97-3.12 (m, 4H) 3.69-3.77 (m, 4H) 5.57 (s, 2H) 6.32 (dd, J=7.83, 1.01 Hz, 1H) 7.12 (d, J=2.02 Hz, 1H) 7.26 (t, J=7.96 Hz, 1H) 7.36 (d, J=2.02 Hz, 1H) 7.61 (dd, J=8.08, 1.26 Hz, 1H) 8.66 (s, 2H); MS (ES+) m/z 420.1 [M+H]+.

Sources & evidence

ORD record
ord-4a1aea8fbf6c47f7b7ef8adc4fef92ab
Source dataset
uspto-grants-2014_07
Patent number
US08778937B2

Reaction notes

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