Iodoethane → HCID 90410080, compound

HRID 594082Notes

Reaction equation

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

Participants

Reactant 3

HCID 6340Iodoethane

HCID 11430Potassium Carbonate

HCID 86298304HCID 86298304, compound

Product 1

HCID 90410080HCID 90410080, compound

Procedure

Method 1 was followed using N-(4-methyl-3-(6-morpholino-5-oxo-4,5-dihydropyrazin-2-yl)phenyl)-3-(trifluoromethyl)benzamide (1.0 equiv.), iodoethane (1.2 equiv.) and potassium carbonate (2.0 equiv.) at room temperature. 1H NMR (400 MHz, <cd3od>) δ ppm 1.38 (t, J=7.24 Hz, 3H) 2.39 (s, 3H) 3.80 (s, 8H) 4.02 (q, J=7.30 Hz, 2H) 7.02-7.31 (m, 2H) 7.57 (dd, J=8.22, 1.96 Hz, 1H) 7.65-7.81 (m, 2H) 7.89 (d, J=7.83 Hz, 1H) 8.13-8.38 (m, 1H). LCMS (m/z) (M+H)=487.4, Rt=1.02 min.

Workup

customat room temperature

Sources & evidence

ORD record: ord-bf28d0dfe5c64d91876c6734fc89e497
Source dataset: uspto-grants-2016_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09242969B2

Reaction notes

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