Lithium tri-s-butylborohydride → HCID 23577246, compound

HRID 1351567Notes

Reaction equation

HRID 1351567 reaction equation
[C:1]1([CH2:7][CH2:8][S:9]([N:12]2[CH2:17][CH2:16][CH:15]([CH2:18][NH2:19])[CH2:14][CH2:13]2)(=[O:11])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CO[C:22]([C:24]1[C:29](Br)=[N:28][CH:27]=[CH:26][N:25]=1)=O.C([BH-](C(CC)C)C(CC)C)(CC)C.[Li+]>C1COCC1>[CH3:22][C:24]1[C:29]([NH:19][CH2:18][CH:15]2[CH2:14][CH2:13][N:12]([S:9]([CH2:8][CH2:7][C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)(=[O:10])=[O:11])[CH2:17][CH2:16]2)=[N:28][CH:27]=[CH:26][N:25]=1

Participants

5

Reactant 3

HCID 3611392Lithium tri-s-butylborohydrideHCID 13318551Methyl 3-bromopyrazine-2-carboxylateHCID 22135729[1-(2-Phenylethylsulfonyl)piperidin-4-yl]methanamine

Product 1

HCID 23577246HCID 23577246, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

EXAMPLE 97 was prepared from C-[1-(2-phenyl-ethanesulfonyl)-piperidin-4-yl]-methylamine and 3-bromo-pyrazin-2-carboxylic acid methyl ester followed by reduction with lithium tri-sec-butylborohydride at 0° C. in THF: MS (m+1)=375.5.

Sources & evidence

ORD record
ord-459857a139134c689364b5a3139eb5c3
Source dataset
uspto-grants-2007_05
Patent number
US07217716B2

Reaction notes

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