Methyl 2-cyano-2-[4-(4-fluorophenyl)-1-oxaspiro[5.5]undecan-4-yl]acetate → 2-[(9R)-9-(4-fluorophenyl)-6-oxaspiro[4.5]decan-9-yl]acetonitrile

HRID 626480Notes

Reaction equation

HRID 626480 reaction equation
[C:1]([CH:3]([C:8]1([C:19]2[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=2)[CH2:13][C:12]2([CH2:18][CH2:17][CH2:16]C[CH2:14]2)[O:11][CH2:10][CH2:9]1)C(OC)=O)#[N:2].C(C(C1(C2C=CC(F)=CC=2)CC2(CCCC2)OCC1)C(OC)=O)#N.FC1C=CC(C2(CC#N)CC3(CCCCC3)OCC2)=CC=1>>[F:25][C:22]1[CH:21]=[CH:20][C:19]([C@@:8]2([CH2:3][C:1]#[N:2])[CH2:13][C:12]3([CH2:14][CH2:16][CH2:17][CH2:18]3)[O:11][CH2:10][CH2:9]2)=[CH:24][CH:23]=1

Participants

4

Reactant 3

HCID 68313701Methyl 2-cyano-2-[4-(4-fluorophenyl)-1-oxaspiro[5.5]undecan-4-yl]acetateHCID 68314498HCID 68314498, compoundHCID 683145122-[4-(4-Fluorophenyl)-1-oxaspiro[5.5]undecan-4-yl]acetonitrile

Product 1

HCID 683144862-[(9R)-9-(4-fluorophenyl)-6-oxaspiro[4.5]decan-9-yl]acetonitrile

Procedure

By the procedure described in the preparation of intermediate 10 substituting methyl 2-cyano-2-[4-(4-fluorophenyl)-1-oxaspiro[5.5]undecan-4-yl]acetate for methyl 2-cyano-2-[9-(4-fluorophenyl)-6-oxaspiro[4.5]decan-9-yl]acetate, 2-[4-(4-fluorophenyl)-1-oxaspiro[5.5]undecan-4-yl]acetonitrile was prepared (m/z 287.2 [M+H]+ observed).

Workup

  1. customwas prepared (m/z 287.2 [M+H]+ observed)

Sources & evidence

ORD record
ord-4be8485641fe4d868cdd432a18f0680d
Source dataset
uspto-grants-2016_04
Patent number
US09309234B2

Reaction notes

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