Trimethylaluminum → HCID 178425053, compound

HRID 1898429Notes

Reaction equation

HRID 1898429 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[NH:9][C:10]1[NH:11][C:12]2[C:18]3[CH2:19][C:20]([CH3:23])([CH3:22])[O:21][C:17]=3[C:16]([C:24](OC)=[O:25])=[CH:15][C:13]=2[N:14]=1.[NH2:28][C:29]1[CH:34]=[CH:33][C:32]([C:35]([F:38])([F:37])[F:36])=[CH:31][N+:30]=1[O-:39].C[Al](C)C>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[NH:9][C:10]1[NH:11][C:12]2[C:18]3[CH2:19][C:20]([CH3:23])([CH3:22])[O:21][C:17]=3[C:16]([C:24]([NH:28][C:29]3[CH:34]=[CH:33][C:32]([C:35]([F:36])([F:38])[F:37])=[CH:31][N+:30]=3[O-:39])=[O:25])=[CH:15][C:13]=2[N:14]=1

Participants

5

Reactant 3

HCID 16682925TrimethylaluminumHCID 178496983HCID 178496983, compoundHCID 178507581HCID 178507581, compound

Product 1

HCID 178425053HCID 178425053, compoundYield 27.2%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The title compound was prepared following the procedure described for Example-137 using methyl 2-[(2-chloro-6-methylphenyl)amino]-7,7-dimethyl-7,8-dihydro-1H-furo[3,2-e]benzimidazole-5-carboxylate (Step-1 of Intermediate-35, 0.100 g, 0.207 mmol) and 2-amino-5-trifluoromethylpyridine-N-oxide (Intermediate-41, 0.053 g, 0.301 mmol), trimethyl aluminium (2M solution in toluene) (1 mL) and dry toluene (5.0 mL) to afford 0.030 g of the desired product. 1HNMR (DMSO-d6): δ 1.56 (s, 6H), 2.25 (s, 3H), 3.13 (s, 2H), 7.26-7.33 (m, 2H), 7.43 (d, J=6.9 Hz, 1H), 7.53 (s, 1H), 7.79 (d, J=6.9 Hz, 1H), 8.68 (d, J=9.3 Hz, 1H), 8.94 (s, 1H), 9.20 (s, 1H), 11.02 (s, 1H), 12.26 (s, 1H); MS [M+H]+: 532.11.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-aa58428a0c11490da35a0f53701fcab3
Source dataset
uspto-grants-2013_08
Patent number
US08519149B2

Reaction notes

Loading…