Tributylstannane → HCID 69744971, compound

HRID 1815865Notes

Reaction equation

HRID 1815865 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][C:11](O)([C:14]2[C:19]3[CH:20]=[CH:21][O:22][C:18]=3[CH:17]=[CH:16][C:15]=2[F:23])[CH:10]([CH3:25])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N1CCC(OC(=O)C(C)=O)(C2C3C=COC=3C=CC=2F)C(C)C1)C1C=CC=CC=1.C([SnH](CCCC)CCCC)CCC>>[CH2:1]([N:8]1[CH2:13][CH2:12][C@H:11]([C:14]2[C:19]3[CH:20]=[CH:21][O:22][C:18]=3[CH:17]=[CH:16][C:15]=2[F:23])[C@H:10]([CH3:25])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 5948TributylstannaneHCID 22495600HCID 22495600, compoundHCID 22495776HCID 22495776, compound

Product 1

HCID 69744971HCID 69744971, compoundYield 90.4%

Procedure

Beginning with 0.50 gm (1.47 mMol) 1-benzyl-3-methyl-4-hydroxy-4-(5-fluorobenzofur-4-yl)piperidine, 1-benzyl-3-methyl-4-(methyl oxoacetoxy)-4-(5-fluorobenzofur-4-yl)piperidine was prepared essentially as described in EXAMPLE 16. This material was treated with tri(n-butyl)tin hydride essentially as described in EXAMPLE 16 to prepare 0.43 gm (80%) of the desired compound.

Workup

  1. customwas prepared essentially

Sources & evidence

ORD record
ord-cfc460235b9d44349c65d1a4055b608c
Source dataset
uspto-grants-2005_04
Patent number
US06881733B1

Reaction notes

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