Tetrahydrofuran → HCID 23370229, compound

HRID 1901135Notes

Reaction equation

HRID 1901135 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][N:2]=1.[C:11]([C:13]1[CH:22]=[C:21]([C:23]2[CH:27]=[CH:26][O:25][CH:24]=2)[C:20]2[C:15](=[CH:16][C:17]([OH:28])=[CH:18][CH:19]=2)[CH:14]=1)#[N:12].[C:29]1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=C[CH:30]=1.[CH2:48]1COCC1>>[C:11]([C:13]1[CH:22]=[C:21]([C:23]2[CH:27]=[CH:26][O:25][CH:24]=2)[C:20]2[C:15](=[CH:16][C:17]([O:28][CH2:48][C:3]3[CH:4]=[CH:30][CH:29]=[C:1]([C:10]4[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=4)[N:2]=3)=[CH:18][CH:19]=2)[CH:14]=1)#[N:12]

Participants

5

Reactant 4

HCID 8028TetrahydrofuranHCID 8405IsoquinolineHCID 11776TriphenylphosphineHCID 10823638HCID 10823638, compound

Product 1

HCID 23370229HCID 23370229, compound

Procedure

A mixture of Pyridine 1 (80 mg), 2-cyano-4-(3-furyl)-7-hydroxy naphthalene (WO 94/00444, 111 mg), triphenylphosphine (146 mg) and di-t-butylazodicarboxylate (128 mg) in THF (7 mL) was stirred at r.t. for 4 h. The mixture was concentrated and the residue chromatographed (silica gel; hexane/EtOAc (5:1)) to provide the title compound as a solid, m.p. 131°-133° C.

Workup

  1. concentrationThe mixture was concentrated
  2. customthe residue chromatographed (silica gel; hexane/EtOAc (5:1))

Sources & evidence

ORD record
ord-73b9ee812b554c7ab24bd1876be6cb5a
Source dataset
uspto-grants-1996_11
Patent number
US05576338

Reaction notes

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