Sodium borohydride → HCID 66924845, compound

HRID 554419Notes

Reaction equation

HRID 554419 reaction equation
[Cl:1][C:2]1[C:3]([CH:23]=O)=[C:4]([CH3:22])[N:5]([S:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)(=[O:15])=[O:14])[C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.CO.[CH3:27][NH2:28].[BH4-].[Na+]>>[ClH:1].[Cl:1][C:2]1[C:3]([CH2:23][NH:28][CH3:27])=[C:4]([CH3:22])[N:5]([S:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)(=[O:15])=[O:14])[C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

4

Reactant 3

HCID 4311764Sodium borohydrideHCID 57454252Monomethylamine methanolHCID 86620751HCID 86620751, compound

Product 1

HCID 66924845HCID 66924845, compoundYield 84.9%

Procedure

Using 4-chloro-2-methyl-5-phenyl-1-(phenylsulfonyl)-1H-pyrrole-3-carbaldehyde (301 mg), 40% methylamine methanol solution (195 mg) and sodium borohydride (106 mg), a procedure as in Example 9 was performed. Recrystallization from a mixed solvent of ethyl acetate and ethanol gave the title compound as colorless crystals (yield 146 mg, 42%).

Workup

  1. customRecrystallization from a mixed solvent of ethyl acetate and ethanol

Sources & evidence

ORD record
ord-7ea855457f63469fb3c9e99bd984bc32
Source dataset
uspto-grants-2011_11
Patent number
US08048909B2

Reaction notes

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