Methyl iodide → HCID 11546348, compound

HRID 1685542Notes

Reaction equation

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

Participants

Reactant 2

HCID 6328Methyl iodide

HCID 11690640HCID 11690640, compound

Product 1

HCID 11546348HCID 11546348, compound

Procedure

The title compound was prepared from (R)-3-cyclopentyl-2-(4-methanesulfonyl-phenyl)-N-(5-thiocyanato-thiazol-2-yl)-propionamide and methyl iodide as described in Example 10. 1H-NMR (CDCl3): δ 11.8 (broad s, 1H), 7.86 (d, 2H), 7.52 (d, 2H), 7.44 (s, 1H), 3.79 (t, 1H), 3.04 (s, 3H), 2.46 (s, 3H), 2.27 (m, 1H), 1.89 (m, 1H), 1.81-1.44 (m, 7H), 1.12 (m, 2H); HPLC-MS: m/z: 425 (M+1).

Sources & evidence

ORD record: ord-4ada123c1ca74e3c8e22cabef0353e0d
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08148412B2

Reaction notes

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