Triphenylphosphine → HCID 19978109, compound

HRID 1449529Notes

Reaction equation

C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(OC(N=NC(OCC)=O)=O)C.[Cl:32][C:33]1[CH:34]=[C:35]([NH:40][C:41]([C:43]2[S:51][C:46]3=[N:47][CH2:48][CH2:49][CH2:50][N:45]3[C:44]=2[OH:52])=[O:42])[CH:36]=[C:37]([Cl:39])[CH:38]=1.[CH2:53]([O:55][C:56](=[O:59])[CH2:57]O)[CH3:54]>O1CCCC1>[Cl:39][C:37]1[CH:36]=[C:35]([NH:40][C:41]([C:43]2[S:51][C:46]3=[N:47][CH2:48][CH2:49][CH2:50][N:45]3[C:44]=2[O:52][CH2:57][C:56]([O:55][CH2:53][CH3:54])=[O:59])=[O:42])[CH:34]=[C:33]([Cl:32])[CH:38]=1

Participants

Conditions

Temperature: -78 °C

Procedure

In 40 ml of tetrahydrofuran was dissolved 916 mg of triphenylphosphin. To the solution was added 550 μl of azodicarboxylic acid diethylester under cooling with ice, followed by cooling to -78° C. To the reaction mixture was added 1.0 g of N-(3,5-dichlorophenyl)-6,7-dihydro-3-hydroxy-5H-thiazolo[3,2-a]pyrimidine-2-carboxamide obtained in Example 111 and 400 μl of hydroxyacetic acid ethylester, followed by raising the reaction temperature to room temperature by the degree. After stirring at room temperature for 1 hour, the solvent was removed under reduced pressure. The residue was purified by silica gel column chromatography (silica gel:50 g) using chloroform and metanol (20:1 by volume) as an eluent to obtain 1.00 g of the titled compound.

Workup

temperatureunder cooling with ice
temperatureby raising the reaction temperature to room temperature by the degree
customthe solvent was removed under reduced pressure
customThe residue was purified by silica gel column chromatography (silica gel:50 g)

Sources & evidence

ORD record: ord-c14721513f19440b92ab830b933410af
Source dataset: uspto-grants-1997_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05599813

Reaction notes

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