Triethylamine → HCID 86723512, compound

HRID 2201272Notes

Reaction equation

C(N(CC)CC)C.[C:8]([C:16]1[C:17](=[O:27])[N:18]([CH3:26])[C:19](=[O:25])[N:20]([CH3:24])[C:21]=1[CH2:22]Br)(=O)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[C:28]([S:47][CH2:48][CH2:49][NH2:50])([C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1)([C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>CCO.C(Cl)Cl>[CH3:24][N:20]1[C:21]2=[CH:22][N:50]([CH2:49][CH2:48][S:47][C:28]([C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)([C:29]3[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=3)[C:41]3[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=3)[C:8]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)=[C:16]2[C:17](=[O:27])[N:18]([CH3:26])[C:19]1=[O:25]

Participants

Conditions

Temperature: 100 °C

Procedure

Triethylamine (0.211 ml, 1.513 mmol) was added to a solution of 5-Benzoyl-6-(bromomethyl)-1,3-dimethylpyrimidine-2,4(1H,3H)-dione (Intermediate C) (510 mg, 1.513 mmol) and 2-tritylsulfanyl-ethylamine (Intermediate D) (483 mg, 1.513 mmol) in EtOH (5 ml) and the mixture heated at 100° C. under microwave irradiation for 2 hours. The reaction mixture was diluted with DCM (10 mL) and was washed with water (3×10 mL). The organic phase was passed through a hydrophobic frit and the solvent was evaporated under reduced pressure. The title product was obtained as a pale yellow solid and used without further purification.

Workup

washwas washed with water (3×10 mL)
customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record: ord-6cb95045b0e14d5bba8ca0cd499ee925
Source dataset: uspto-grants-2016_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09359381B2

Reaction notes

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