Triphenylphosphine → 7-(1-Isopropyl-piperidin-4-yloxy)-3,4-dihydro-2H-2,4a,5-triaza-fluoren-1-one

HRID 2105425Notes

Reaction equation

HRID 2105425 reaction equation
[OH:1][C:2]1[CH:14]=[C:13]2[C:5]([N:6]3[C:11](=[CH:12]2)[C:10](=[O:15])[NH:9][CH2:8][CH2:7]3)=[N:4][CH:3]=1.[CH:16]([N:19]1[CH2:24][CH2:23][CH:22](O)[CH2:21][CH2:20]1)([CH3:18])[CH3:17].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CC(OC(/N=N/C(OC(C)(C)C)=O)=O)(C)C>>[CH:16]([N:19]1[CH2:24][CH2:23][CH:22]([O:1][C:2]2[CH:14]=[C:13]3[C:5]([N:6]4[C:11](=[CH:12]3)[C:10](=[O:15])[NH:9][CH2:8][CH2:7]4)=[N:4][CH:3]=2)[CH2:21][CH2:20]1)([CH3:18])[CH3:17]

Participants

5

Reactant 4

HCID 11776TriphenylphosphineHCID 796811-Isopropylpiperidin-4-olHCID 6034084Di-tert-butyl diazene-1,2-dicarboxylateHCID 684640317-hydroxy-3,4-dihydro-2H-2,4a,5-triaza-fluoren-1-one

Product 1

HCID 166790297-(1-Isopropyl-piperidin-4-yloxy)-3,4-dihydro-2H-2,4a,5-triaza-fluoren-1-oneYield 42%

Procedure

The title compound was synthesized in analogy to example 1, from 7-hydroxy-3,4-dihydro-2H-2,4a,5-triaza-fluoren-1-one, 1-isopropyl-piperidin-4-ol (commercially available), triphenylphosphine and di-tert-butylazodicarboxylate, to give the desired product as a white solid (42%).

Sources & evidence

ORD record
ord-7adad92ce2544857aeff3f542bef2a17
Source dataset
uspto-grants-2009_08
Patent number
US07579351B2

Reaction notes

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