Triethylamine → HCID 178472083, compound

HRID 1357067Notes

Reaction equation

C([N:3](CC)CC)C.[C:8]([O:12][C:13]([NH:15][C:16](=[N:19][C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])SC)=[O:14])([CH3:11])([CH3:10])[CH3:9].N[C:28]1[CH:29]=[C:30]([S:34]([NH:37][C:38]2[CH:39]=[C:40]([CH:44]([NH:51][C:52](=[O:63])[CH:53]([C:55]3[C:60]([CH3:61])=[CH:59][C:58]([CH3:62])=[CH:57][CH:56]=3)[CH3:54])[CH2:45][C:46]([O:48][CH2:49][CH3:50])=[O:47])[CH:41]=[CH:42][CH:43]=2)(=[O:36])=[O:35])[CH:31]=[CH:32][CH:33]=1.C(OCC)(=O)C>CN(C=O)C>[CH3:54][CH:53]([C:55]1[C:60]([CH3:61])=[CH:59][C:58]([CH3:62])=[CH:57][CH:56]=1)[C:52]([NH:51][CH:44]([C:40]1[CH:41]=[CH:42][CH:43]=[C:38]([N:37]([NH:3][C:16]([NH:15][C:13]([O:12][C:8]([CH3:9])([CH3:10])[CH3:11])=[O:14])=[N:19][C:20]([O:22][C:23]([CH3:24])([CH3:25])[CH3:26])=[O:21])[S:34]([C:30]2[CH:31]=[CH:32][CH:33]=[CH:28][CH:29]=2)(=[O:36])=[O:35])[CH:39]=1)[CH2:45][C:46]([O:48][CH2:49][CH3:50])=[O:47])=[O:63]

Participants

Conditions

Temperature: 0 °C

Procedure

0.12 ml of triethylamine, 195 mg of 1,3-bis(t-butoxycarbonyl)-2-methyl-2-thiopseudourea and 132 mg of mercuric chloride were added at 0° C. to a solution of 250 mg of (3d) in 10 ml of DMF. The reaction mixture was stirred at 0° C. for 30 min and at room temperature for 2.5 h. 15 ml of ethyl acetate were added, and it was stirred for 30 min before the precipitate was removed by filtration. The solution was concentrated and reused without purification.

Workup

stirringit was stirred for 30 min before the precipitate
customwas removed by filtration
concentrationThe solution was concentrated
customreused without purification

Sources & evidence

ORD record: ord-74ea8326bbc3486a886b5ab6cae09744
Source dataset: uspto-grants-2003_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06589972B2

Reaction notes

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