Methyl iodide → HCID 59159290, compound

HRID 1096229Notes

Reaction equation

[OH:1][CH2:2][CH:3]([N:15]1[C:21](=[O:22])[CH2:20][CH2:19][N:18]([C:23]2[CH:28]=[CH:27][CH:26]=[C:25]([C:29]([F:32])([F:31])[F:30])[CH:24]=2)[CH2:17][CH2:16]1)[CH2:4][CH2:5][CH2:6][N:7]1[CH2:12][CH2:11][C:10]([OH:14])([CH3:13])[CH2:9][CH2:8]1.I[CH3:34].[H-].[Na+]>>[OH:14][C:10]1([CH3:13])[CH2:9][CH2:8][N:7]([CH2:6][CH2:5][CH2:4][CH:3]([N:15]2[C:21](=[O:22])[CH2:20][CH2:19][N:18]([C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([C:29]([F:31])([F:30])[F:32])[CH:24]=3)[CH2:17][CH2:16]2)[CH2:2][O:1][CH3:34])[CH2:12][CH2:11]1

Participants

Reactant 3

HCID 6328Methyl iodide

HCID 24758Sodium hydride

HCID 59159282(Rac)-4-[1-hydroxymethyl-4-(4-hydroxy-4-methyl-piperidin-1-yl)-butyl]-1-(3-trifluoromethyl-phenyl)-[1,4]diazepan-5-one

Product 1

HCID 59159290HCID 59159290, compoundYield 25%

Procedure

In analogy to the procedure described in example 23B, (rac)-4-[1-hydroxymethyl-4-(4-hydroxy-4-methyl-piperidin-1-yl)-butyl]-1-(3-trifluoromethyl-phenyl)-[1,4]diazepan-5-one was treated with iodomethane and NaH to give the title compound in 25% yield as colorless oil. MS: 472.4 (MH+).

Sources & evidence

ORD record: ord-9d50d6e0bfea4cff8091546bff72f4de
Source dataset: uspto-grants-2012_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08138175B2

Reaction notes

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