Methyl iodide → HCID 57970751, compound

HRID 1639978Notes

Reaction equation

[H-].[Na+].[CH3:3][O:4][C:5](=[O:30])[NH:6][C:7]1[CH:12]=[CH:11][C:10]([N:13]2[CH2:29][CH2:28][CH2:27][C@@:15]3([C:19](=[O:20])[N:18]([CH:21]4[CH2:26][CH2:25][O:24][CH2:23][CH2:22]4)[CH2:17][CH2:16]3)[CH2:14]2)=[CH:9][CH:8]=1.O1CCC[CH2:32]1.CI>>[CH3:32][N:6]([C:7]1[CH:12]=[CH:11][C:10]([N:13]2[CH2:29][CH2:28][CH2:27][C@@:15]3([C:19](=[O:20])[N:18]([CH:21]4[CH2:22][CH2:23][O:24][CH2:25][CH2:26]4)[CH2:17][CH2:16]3)[CH2:14]2)=[CH:9][CH:8]=1)[C:5](=[O:30])[O:4][CH3:3]

Participants

Reactant 4

HCID 6328Methyl iodide

HCID 8028Tetrahydrofuran

HCID 24758Sodium hydride

HCID 57970790HCID 57970790, compound

Product 1

HCID 57970751HCID 57970751, compound

Procedure

Sodium hydride (1.6 mg, 0.000041 mol) was added to a solution of methyl{4-[(5S)-1-oxo-2-(tetrahydro-2H-pyran-4-yl)-2,7-diazaspiro[4.5]dec-7-yl]phenyl}carbamate (8.0 mg, 0.000021 mol) in tetrahydrofuran (1.0 mL, 0.012 mol) at rt. After stirring for 5 min., methyl iodide (2.6 μL, 0.000041 mol) was added and the reaction mixture was stirred for 1 h at rt. The crude product was purified by prep-HPLC. LC-MS: 402.3 (M+H)+.

Workup

stirringthe reaction mixture was stirred for 1 h at rt
customThe crude product was purified by prep-HPLC

Sources & evidence

ORD record: ord-3545b13df29b4e8ea241301c8c2c8fa2
Source dataset: uspto-grants-2012_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08110581B2

Reaction notes

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