Triethylamine → HCID 86691872, compound

HRID 517721Notes

Reaction equation

Cl[CH2:2][C:3]1[N:7]([C:8]2[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[C:10]([C:16]([F:19])([F:18])[F:17])[CH:9]=2)[N:6]=[N:5][N:4]=1.Cl.C[C@@H]1CNCCN1S(C)(=O)=O.[CH2:32]1[C:36]2([CH2:41][CH2:40][NH:39][CH2:38][CH2:37]2)[CH2:35][CH2:34][N:33]1[C:42]([O:44][C:45]([CH3:48])([CH3:47])[CH3:46])=[O:43].C(N(CC)CC)C>C(#N)C>[C:12]([C:11]1[CH:14]=[CH:15][C:8]([N:7]2[C:3]([CH2:2][N:39]3[CH2:40][CH2:41][C:36]4([CH2:32][N:33]([C:42]([O:44][C:45]([CH3:46])([CH3:47])[CH3:48])=[O:43])[CH2:34][CH2:35]4)[CH2:37][CH2:38]3)=[N:4][N:5]=[N:6]2)=[CH:9][C:10]=1[C:16]([F:19])([F:18])[F:17])#[N:13]

Participants

Conditions

Temperature: 120 °C

Procedure

To a mixture of 4-[5-(chloromethyl)-1H-tetrazol-1-yl]-2-(trifluoromethyl)benzonitrile (Intermediate 34, 300 mg, 1.04 mmol) and 1,1-dimethylethyl 2,8-diazaspiro[4.5]decane-2-carboxylate (commercially available, for example from J&W Pharmlab, Levittown, USA, 301 mg, 1.25 mmol) in acetonitrile (5 mL) was added triethylamine (0.173 mL, 1.25 mmol). The reaction was heated at 120° C. for 20 min in a microwave reactor. Solvent was removed under vacuum to afford 680 mg of the title compound as a pale yellow solid.

Workup

customSolvent was removed under vacuum

Sources & evidence

ORD record: ord-222d9a9992944ebeb974908c5da1c177
Source dataset: uspto-grants-2015_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09115132B2

Reaction notes

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