Hydrochloric Acid → 4-[5-(2,8-diazaspiro[4.5]dec-8-ylmethyl)-1H-tetrazol-1-yl]-2-(trifluoromethyl)benzonitrile

HRID 517787Notes

Reaction equation

HRID 517787 reaction equation
C(C1C=CC(N2C(COC(N3CCC4(CCNCC4)C3)=O)=NN=N2)=CC=1C(F)(F)F)#N.[C:32]([C:34]1[CH:39]=[CH:38][C:37]([N:40]2[C:44]([CH2:45][N:46]3[CH2:62][CH2:61][C:49]4([CH2:53][N:52](C(OC(C)(C)C)=O)[CH2:51][CH2:50]4)[CH2:48][CH2:47]3)=[N:43][N:42]=[N:41]2)=[CH:36][C:35]=1[C:63]([F:66])([F:65])[F:64])#[N:33].Cl.O1CCOCC1>>[CH2:53]1[C:49]2([CH2:61][CH2:62][N:46]([CH2:45][C:44]3[N:40]([C:37]4[CH:38]=[CH:39][C:34]([C:32]#[N:33])=[C:35]([C:63]([F:64])([F:65])[F:66])[CH:36]=4)[N:41]=[N:42][N:43]=3)[CH2:47][CH2:48]2)[CH2:50][CH2:51][NH:52]1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 86691872HCID 86691872, compoundHCID 86691901{1-[(4-cyano-3-(trifluoromethyl)phenyl]-1H-tetrazol-5-yl}methyl)-2,8-diazaspiro[4.5]decane-2-carboxylate

Product 1

HCID 666546874-[5-(2,8-diazaspiro[4.5]dec-8-ylmethyl)-1H-tetrazol-1-yl]-2-(trifluoromethyl)benzonitrile

Conditions

Temperature
25 °C

Procedure

1,1-dimethylethyl 8-({1-[(4-cyano-3-(trifluoromethyl)phenyl]-1H-tetrazol-5-yl}methyl)-2,8-diazaspiro[4.5]decane-2-carboxylate (Intermediate 35, 680 mg, 1.38 mmol) was treated with 4M HCl in dioxane (8 mL, 1.38 mmol) and solution was stirred at 25° C. for 1 hour.

Sources & evidence

ORD record
ord-02d1589a098f4c999ef76bc2730f89eb
Source dataset
uspto-grants-2015_08
Patent number
US09115132B2

Reaction notes

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