Sodium sulfate decahydrate → [4-(6-aminomethyl-1-methyl-1H-benzimidazol-2-yl)-benzyl]-dipropyl-amine

HRID 2080796Notes

Reaction equation

[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]([N:10]([CH2:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]2[N:22]([CH3:32])[C:23]3[CH:29]=[C:28]([C:30]#[N:31])[CH:27]=[CH:26][C:24]=3[N:25]=2)=[CH:17][CH:16]=1)[CH2:11][CH2:12][CH3:13])[CH2:8][CH3:9].O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>C1COCC1>[NH2:31][CH2:30][C:28]1[CH:27]=[CH:26][C:24]2[N:25]=[C:21]([C:18]3[CH:19]=[CH:20][C:15]([CH2:14][N:10]([CH2:7][CH2:8][CH3:9])[CH2:11][CH2:12][CH3:13])=[CH:16][CH:17]=3)[N:22]([CH3:32])[C:23]=2[CH:29]=1

Participants

Conditions

Temperature: 0 °C

Procedure

Lithium aluminum hydride (64.0 mg) was suspended in THF (5.0 ml) and the whole was cooled to 0° C. A THF solution (5.0 ml) containing the compound (155 mg) obtained in Example 29-5 was dropped therein and the whole was stirred at 0° C. for 1 hour. After completion of the reaction, sodium sulfate decahydrate was added thereto until bubbling was stopped, and a 1 mol/l sodium hydroxide aqueous solution was then added thereto until a white precipitate was generated. A solid was separated by filtration and the solvent in the filtrate was then distillated off under reduced pressure, and the residue was dried under vacuum, thereby obtaining the subject compound (93.5 mg) as a yellow oily substance.

Workup

additionwas dropped
additionwas added
customuntil bubbling
additiona 1 mol/l sodium hydroxide aqueous solution was then added
customA solid was separated by filtration
customthe residue was dried under vacuum

Sources & evidence

ORD record: ord-74d36e780d684fe8b35c87cdbf385651
Source dataset: uspto-grants-2011_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07932281B2

Reaction notes

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