1-Butanol, 4-bromo-, 1-acetate → HCID 58932671, compound

HRID 853824Notes

Reaction equation

HRID 853824 reaction equation
[CH3:1][C:2]1([CH3:21])[C:6](=[O:7])[N:5]([C:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11]([C:18]#[N:19])=[CH:10][CH:9]=2)[C:4](=[O:20])[NH:3]1.C[Si]([N-][Si](C)(C)C)(C)C.[K+].[C:32]([O:35][CH2:36][CH2:37][CH2:38][CH2:39]Br)(=[O:34])[CH3:33]>>[C:18]([C:11]1[C:12]2[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:8]([N:5]2[C:6](=[O:7])[C:2]([CH3:21])([CH3:1])[N:3]([CH2:39][CH2:38][CH2:37][CH2:36][O:35][C:32](=[O:34])[CH3:33])[C:4]2=[O:20])=[CH:9][CH:10]=1)#[N:19]

Participants

4

Reactant 3

HCID 784911-Butanol, 4-bromo-, 1-acetateHCID 3251421Potassium bis(trimethylsilyl)amideHCID 58932660HCID 58932660, compound

Product 1

HCID 58932671HCID 58932671, compound

Procedure

This compound was prepared from the compound of Example 17 by KHMDS deprotonation and N-alkylation with 4-acetoxybutyl bromide in a manner similar to that previously described in Example 9, to afford the desired hydantoin as a solid. LC/MS (ES) m/z 394 [M+H]+.

Sources & evidence

ORD record
ord-d0ea5fea3f204e048477c85d0b74c45b
Source dataset
uspto-grants-2007_08
Patent number
US07256208B2

Reaction notes

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