Sodium sulfate decahydrate → HCID 56669765, compound

HRID 643711Notes

Reaction equation

[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH:7]1([CH2:10][N:11]2[C:15]3[CH:16]=[CH:17][C:18]([S:20]([C:23]([CH3:29])([CH3:28])[C:24](OC)=[O:25])(=[O:22])=[O:21])=[CH:19][C:14]=3[N:13]=[C:12]2[CH2:30][C:31]([CH3:34])([CH3:33])[CH3:32])[CH2:9][CH2:8]1.[F-].[K+].O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[CH:7]1([CH2:10][N:11]2[C:15]3[CH:16]=[CH:17][C:18]([S:20]([C:23]([CH3:28])([CH3:29])[CH2:24][OH:25])(=[O:22])=[O:21])=[CH:19][C:14]=3[N:13]=[C:12]2[CH2:30][C:31]([CH3:34])([CH3:33])[CH3:32])[CH2:8][CH2:9]1

Participants

Conditions

Temperature: 0 °C

Procedure

To a suspension of lithium aluminum hydride (46 mg, 1.22 mmol) in tetrahydrofuran (5 mL) was added a solution of methyl 2-{[1-(cyclopropylmethyl)-2-(2,2-dimethylpropyl)-1H-benzimidazol-5-yl]sulfonyl}-2-methylpropanoate (Step G, 452 mg, 1.11 mmol) in tetrahydrofuran (5 mL) at 0° C. After stirring for 3 h at 0° C., the mixture was quenched with potassium fluoride (210 mg, 3.66 mmol) and sodium sulfate decahydrate (1.57 g, 4.88 mmol) at 0° C. The resulting mixture was filtered through a pad of celite and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (hexane:ethyl acetate=1:1 as eluent) to afford the title compound (388 mg, 92%) as a white amorphous.

Workup

filtrationThe resulting mixture was filtered through a pad of celite
concentrationthe filtrate was concentrated under reduced pressure
customThe residue was purified by column chromatography on silica gel (hexane:ethyl acetate=1:1 as eluent)

Sources & evidence

ORD record: ord-0401823fee1a4685a8bc09ed4c72dd6a
Source dataset: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07700618B2

Reaction notes

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