Tributylstannane → HCID 11557869, compound

HRID 1724629Notes

Reaction equation

HRID 1724629 reaction equation
[CH3:1][C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[C@@H:11]1[O:17][C@@H:16]([CH3:18])[C@@H:14]([OH:15])[C@H:12]1[OH:13].CC1N=CN=C2C=1N=CN2[C@@H]1O[C@H](CI)[C@@H](O)[C@H]1O.CC(N=NC(C#N)(C)C)(C#N)C.C([SnH](CCCC)CCCC)CCC>O1CCCC1>[CH3:1][C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[C@@H:11]1[O:17][C@H:16]([CH3:18])[C@@H:14]([OH:15])[C@H:12]1[OH:13]

Participants

6

Reactant 4

HCID 5948TributylstannaneHCID 6547AzobisisobutyronitrileHCID 67259647HCID 67259647, compoundHCID 67260097HCID 67260097, compound

Product 1

HCID 11557869HCID 11557869, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The reaction is carried out according to the procedure for the preparation of 1f starting from 2b (68 mg, 0.18 mmol), AIBN (26 mg, 0.16 mmol), and tributyltin hydride (176 μl, 0.63 mmol) in tetrahydrofuran (THF) (10 ml). After a 2 h reflux followed by isolation and purification as described in Example 6, pure 2c crystallized from THF in two crops as a white solid.

Workup

  1. temperatureAfter a 2 h reflux
  2. customfollowed by isolation and purification
  3. customcrystallized from THF in two crops as a white solid

Sources & evidence

ORD record
ord-808687c853eb4a3687c02333ac371532
Source dataset
uspto-grants-2009_02
Patent number
US07488598B2

Reaction notes

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