Triphenylphosphine → HCID 16679616, compound

HRID 2105347Notes

Reaction equation

HRID 2105347 reaction equation
[OH:1][C:2]1[CH:10]=[CH:9][C:8]2[N:7]3[CH2:11][C@H:12]([CH3:16])[NH:13][C:14](=[O:15])[C:6]3=[CH:5][C:4]=2[CH:3]=1.[CH:17]([N:20]1[CH2:25][CH2:24][CH:23](O)[CH2:22][CH2:21]1)([CH3:19])[CH3:18].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(OC(N=NC(OC(C)(C)C)=O)=O)(C)(C)C>>[CH:17]([N:20]1[CH2:25][CH2:24][CH:23]([O:1][C:2]2[CH:10]=[CH:9][C:8]3[N:7]4[CH2:11][C@H:12]([CH3:16])[NH:13][C:14](=[O:15])[C:6]4=[CH:5][C:4]=3[CH:3]=2)[CH2:22][CH2:21]1)([CH3:19])[CH3:18]

Participants

5

Reactant 4

HCID 11776TriphenylphosphineHCID 796811-Isopropylpiperidin-4-olHCID 97268Di-tert-butyl azodicarboxylateHCID 68464411HCID 68464411, compound

Product 1

HCID 16679616HCID 16679616, compoundYield 46%

Procedure

The title compound was synthesized in analogy to example 1, from (S)-8-hydroxy-3-methyl-3,4-dihydro-2H-pyrazino[1,2-a]indol-1-one, 1-isopropyl-piperidin-4-ol (commercially available), triphenylphosphine and di-tert-butyl-azodicarboxylate, to give the desired product as a light yellow solid (46%).

Sources & evidence

ORD record
ord-0e768255deda4189825812eb7dde9665
Source dataset
uspto-grants-2009_08
Patent number
US07579351B2

Reaction notes

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