Ethanethiol → HCID 58002423, compound

HRID 1643134Notes

Reaction equation

C(=O)([O-])[O-].[Cs+].[Cs+].[CH2:7]([SH:9])[CH3:8].Cl[CH2:11][C:12]1[N:13]=[C:14]([CH:17]2[CH2:22][CH:21]([C:23]3[CH:28]=[CH:27][C:26]([CH2:29][CH3:30])=[CH:25][CH:24]=3)[CH2:20][N:19]([C:31]([N:33]3[CH2:38][CH2:37][O:36][CH2:35][CH2:34]3)=[O:32])[CH2:18]2)[S:15][CH:16]=1>O1CCOCC1>[CH2:29]([C:26]1[CH:27]=[CH:28][C:23]([CH:21]2[CH2:22][CH:17]([C:14]3[S:15][CH:16]=[C:12]([CH2:11][S:9][CH2:7][CH3:8])[N:13]=3)[CH2:18][N:19]([C:31]([N:33]3[CH2:34][CH2:35][O:36][CH2:37][CH2:38]3)=[O:32])[CH2:20]2)=[CH:24][CH:25]=1)[CH3:30]

Participants

Conditions

Temperature: 70 °C

Procedure

73 mg (0.221 mmol) of caesium carbonate and 36 μl (0.442 mmol) of ethanethiol were added to a solution of 100 mg (about 0.184 mmol) of the compound from Example 141A in 1.5 ml of dioxane. The reaction mixture was stirred at 70° C. for 4 hours. Without any further work-up, the mixture was purified by preparative HPLC. Yield: 40 mg (47% of theory).

Workup

customWithout any further work-up, the mixture was purified by preparative HPLC

Sources & evidence

ORD record: ord-3f932abf2b7f40e0ba59933bcefd843e
Source dataset: uspto-grants-2012_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08119663B2

Reaction notes

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