Methyl iodide → HCID 86608436, compound

HRID 2375263Notes

Reaction equation

[H-].[Na+].[Br:3][C:4]1[CH:5]=[C:6]([CH:33]=[C:34]([Br:36])[CH:35]=1)[CH2:7][O:8][C@H:9]1[C@H:18]([N:19]2[CH2:24][CH2:23][CH:22]([NH:25][C:26](=[O:32])[O:27][C:28]([CH3:31])([CH3:30])[CH3:29])[CH2:21][CH2:20]2)[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[O:11][CH2:10]1.[CH3:37]I>O1CCCC1.O>[Br:3][C:4]1[CH:5]=[C:6]([CH:33]=[C:34]([Br:36])[CH:35]=1)[CH2:7][O:8][C@H:9]1[C@H:18]([N:19]2[CH2:20][CH2:21][CH:22]([N:25]([CH3:37])[C:26](=[O:32])[O:27][C:28]([CH3:29])([CH3:30])[CH3:31])[CH2:23][CH2:24]2)[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[O:11][CH2:10]1

Participants

Conditions

Temperature: 0 °C

Procedure

0.2 g of sodium hydride (60% in oil) is added to 1 g of the compound obtained in Step B of Example 9 and 0.42 ml of methyl iodide in 10 ml of tetrahydrofuran, maintaining the temperature of the reaction mixture at 0° C. After 15 minutes at that temperature, the mixture is stirred for 48 hours at ambient temperature, diluted with water and extracted with ethyl acetate. After conventional treatment, the expected product is isolated.

Workup

extractionextracted with ethyl acetate

Sources & evidence

ORD record: ord-e5c23002d1f4473fb0b4d875ae54fc5c
Source dataset: uspto-grants-2008_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07465733B2

Reaction notes

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