Methyl iodide → HCID 86608436, compound

HRID 1431969Notes

Reaction equation

HRID 1431969 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

6

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 86608437HCID 86608437, compound

Product 1

HCID 86608436HCID 86608436, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

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

  1. extractionextracted with ethyl acetate

Sources & evidence

ORD record
ord-b18b09b29376467195a0b48d17f1224b
Source dataset
uspto-grants-2009_11
Patent number
US07612061B2

Reaction notes

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