Tributylstannane → HCID 69744940, compound

HRID 1815857Notes

Reaction equation

[CH2:1]([N:8]1[CH2:13][CH2:12][C:11](OC(=O)C(C)=O)([C:14]2[C:22]3[O:21][CH:20]=[CH:19][C:18]=3[CH:17]=[C:16]([Cl:23])[C:15]=2[F:24])[CH:10]([CH3:31])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([SnH](CCCC)CCCC)CCC>>[CH2:1]([N:8]1[CH2:13][CH2:12][C@H:11]([C:14]2[C:22]3[O:21][CH:20]=[CH:19][C:18]=3[CH:17]=[C:16]([Cl:23])[C:15]=2[F:24])[C@H:10]([CH3:31])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 5948Tributylstannane

HCID 22495689HCID 22495689, compound

Product 1

HCID 69744940HCID 69744940, compoundYield 46.8%

Procedure

Beginning with 1.07 gm (2.33 mMol) 1-benzyl-3-methyl-4-(methyl oxoacetoxy)-4-(5-chloro-6-fluorobenzofur-7-yl)piperidine, this material was treated with tri(n-butyl)tin hydride essentially as described in EXAMPLE 16 to provide 0.39 gm of the desired compound.

Sources & evidence

ORD record: ord-2e4b5cc4194e443a930cc741b3a8fa0b
Source dataset: uspto-grants-2005_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06881733B1

Reaction notes

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