Trimethylaluminum → HCID 46176235, compound

HRID 469104Notes

Reaction equation

HRID 469104 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH3:9])[C:6]([S:10]([N:13]([CH2:15][C:16]2[O:20][C:19]([C:21](OC)=[O:22])=[N:18][N:17]=2)[CH3:14])(=[O:12])=[O:11])=[C:5]([CH3:25])[CH:4]=1.[CH3:26][N:27]([CH3:43])[CH:28]1[CH2:32][CH2:31][N:30]([CH2:33][C:34]2[CH:39]=[CH:38][C:37]([CH2:40][NH:41][CH3:42])=[CH:36][CH:35]=2)[CH2:29]1.C[Al](C)C>ClCCCl>[CH3:43][N:27]([CH3:26])[CH:28]1[CH2:32][CH2:31][N:30]([CH2:33][C:34]2[CH:39]=[CH:38][C:37]([CH2:40][N:41]([CH3:42])[C:21]([C:19]3[O:20][C:16]([CH2:15][N:13]([S:10]([C:6]4[C:7]([CH3:9])=[CH:8][C:3]([O:2][CH3:1])=[CH:4][C:5]=4[CH3:25])(=[O:11])=[O:12])[CH3:14])=[N:17][N:18]=3)=[O:22])=[CH:36][CH:35]=2)[CH2:29]1

Participants

5

Reactant 3

HCID 16682925TrimethylaluminumHCID 58393142HCID 58393142, compoundHCID 67217606Methyl 5-({[(4-methoxy-2,6-dimethylphenyl)sulfonyl](methyl)amino}methyl)-1,3,4-oxadiazole-2-carboxylate

Product 1

HCID 46176235HCID 46176235, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

The title compound was prepared according to general procedure AT using methyl 5-({[(4-methoxy-2,6-dimethylphenyl)sulfonyl](methyl)amino}methyl)-1,3,4-oxadiazole-2-carboxylate (30 mg, 0.08 mmol), N,N-dimethyl-1-{4-[(methylamino)methyl]benzyl}pyrrolidin-3-amine (32 mg, 0.13 mmol) and trimethylaluminium (2 M in toluene, 0.08 mL) in DCE (5 mL). A portion of the crude product was purified using prep method D to afford the title compound.

Workup

  1. customThe title compound was prepared
  2. customA portion of the crude product was purified

Sources & evidence

ORD record
ord-a63222c074db4ffbb8e19f6be6d2ec97
Source dataset
uspto-grants-2014_01
Patent number
US08623859B2

Reaction notes

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