Sodium borohydride → HCID 66924971, compound

HRID 554425Notes

Reaction equation

HRID 554425 reaction equation
[O:1]=[S:2]1(=[O:27])[C:6]2[CH:7]=[C:8]([S:11]([N:14]3[C:18]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)=[CH:17][C:16]([CH:25]=O)=[CH:15]3)(=[O:13])=[O:12])[CH:9]=[CH:10][C:5]=2[CH2:4][CH2:3]1.CO.[CH3:30][NH2:31].[BH4-].[Na+]>>[O:1]=[S:2]1(=[O:27])[C:6]2[CH:7]=[C:8]([S:11]([N:14]3[C:18]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)=[CH:17][C:16]([CH2:25][NH:31][CH3:30])=[CH:15]3)(=[O:13])=[O:12])[CH:9]=[CH:10][C:5]=2[CH2:4][CH2:3]1

Participants

4

Reactant 3

HCID 4311764Sodium borohydrideHCID 57454252Monomethylamine methanolHCID 86620780HCID 86620780, compound

Product 1

HCID 66924971HCID 66924971, compoundYield 65%

Procedure

Using 1-[(1,1-dioxido-2,3-dihydro-1-benzothiophen-6-yl)sulfonyl]-5-phenyl-1H-pyrrole-3-carbaldehyde (114 mg), 40% methylamine methanol solution (0.3 mL) and sodium borohydride (10.8 mg), a procedure as in Example 126 was performed to give the title compound as a white solid (yield 76.3 mg, 65%).

Sources & evidence

ORD record
ord-199d579bbbad4a719dda0f78ec47a3c6
Source dataset
uspto-grants-2011_11
Patent number
US08048909B2

Reaction notes

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