Triphenylphosphine → HCID 68813628, compound
Reaction equation
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CCOC(/N=N/C(OCC)=O)=O.[CH2:32]([O:34][C:35]1[CH:36]=[C:37]([OH:82])[C:38]([F:81])=[C:39]([N:41]([CH2:50][C:51]2[N:52]([C:62]([C:75]3[CH:80]=[CH:79][CH:78]=[CH:77][CH:76]=3)([C:69]3[CH:74]=[CH:73][CH:72]=[CH:71][CH:70]=3)[C:63]3[CH:68]=[CH:67][CH:66]=[CH:65][CH:64]=3)[CH:53]=[C:54]([C:56]3[CH:61]=[CH:60][CH:59]=[CH:58][CH:57]=3)[N:55]=2)[C:42]2[CH:49]=[CH:48][C:45]([C:46]#[N:47])=[CH:44][CH:43]=2)[CH:40]=1)[CH3:33].O[CH:84]1[CH2:89][CH2:88][N:87]([CH3:90])[CH2:86][CH2:85]1>C1COCC1>[CH2:32]([O:34][C:35]1[CH:36]=[C:37]([O:82][CH:84]2[CH2:89][CH2:88][N:87]([CH3:90])[CH2:86][CH2:85]2)[C:38]([F:81])=[C:39]([N:41]([CH2:50][C:51]2[N:52]([C:62]([C:75]3[CH:76]=[CH:77][CH:78]=[CH:79][CH:80]=3)([C:69]3[CH:70]=[CH:71][CH:72]=[CH:73][CH:74]=3)[C:63]3[CH:68]=[CH:67][CH:66]=[CH:65][CH:64]=3)[CH:53]=[C:54]([C:56]3[CH:61]=[CH:60][CH:59]=[CH:58][CH:57]=3)[N:55]=2)[C:42]2[CH:43]=[CH:44][C:45]([C:46]#[N:47])=[CH:48][CH:49]=2)[CH:40]=1)[CH3:33]Participants
6
Conditions
- Temperature
- 0 °C
Procedure
To triphenylphosphine (117 mg, 0.447 mmol) in THF (2 mL) at 0° C., was added diethylazodicarboxylate (71 μL, 0.447 mmol). The mixture was stirred at 0° C. for 30 min, then a solution of Intermediate 113.3 (100 mg, 0.149 mmol) and 4-hydroxy-1-methylpiperidine (34 mg, 0.298 mmol) in 1 mL THF. The mixture was allowed to warm to rt and stir 15 h, then was concentrated. The crude mixture was purified by flash chromatography (0 to 10% MeOH/CH2Cl2, gradient) to afford 77 mg of Intermediate 113.4.
Workup
- temperatureto warm to rt
- stirringstir 15 h
- concentrationwas concentrated
- customThe crude mixture was purified by flash chromatography (0 to 10% MeOH/CH2Cl2, gradient)
Sources & evidence
- ORD record
- ord-9ef8aaa971844be9912b6bc1ff640042
- Source dataset
- uspto-grants-2009_08
- Patent number
- US07576098B2
Reaction notes
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