Methyl iodide → N-(2-(1-methoxy-2,2-dimethylpropyl)-5-(trifluoromethyl)benzyl)-N-(3,5-bis(trifluoromethyl)benzyl)-2-methyl-2H-tetrazol-5-amine

HRID 2075086Notes

Reaction equation

[F:1][C:2]([F:41])([F:40])[C:3]1[CH:4]=[C:5]([CH:33]=[C:34]([C:36]([F:39])([F:38])[F:37])[CH:35]=1)[CH2:6][N:7]([CH2:14][C:15]1[CH:20]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:18]=[CH:17][C:16]=1[CH:25]([CH:29]1[CH2:32]C[CH2:30]1)[O:26][CH2:27]C)[C:8]1[N:9]=[N:10][N:11]([CH3:13])[N:12]=1.F[C:43](F)(F)C1C=C(C=C(C(F)(F)F)C=1)CN(CC1C=C(C(F)(F)F)C=CC=1C=O)C1N=NN(C)N=1.C([Mg]Cl)(C)(C)C.CI>>[CH3:27][O:26][CH:25]([C:16]1[CH:17]=[CH:18][C:19]([C:21]([F:24])([F:23])[F:22])=[CH:20][C:15]=1[CH2:14][N:7]([CH2:6][C:5]1[CH:33]=[C:34]([C:36]([F:38])([F:39])[F:37])[CH:35]=[C:3]([C:2]([F:41])([F:40])[F:1])[CH:4]=1)[C:8]1[N:9]=[N:10][N:11]([CH3:13])[N:12]=1)[C:29]([CH3:43])([CH3:32])[CH3:30]

Participants

Reactant 4

HCID 6328Methyl iodide

HCID 589665242-{[(3,5-bis-trifluoromethyl-benzyl)(2-methyl-2H-tetrazol-5-yl)amino]-methyl}-4-trifluoromethyl-benzaldehyde

HCID 58968657(3,5-Bis-trifluoromethyl-benzyl)-[2-(cyclobutyl-ethoxy-methyl)-5-trifluoromethyl-benzyl]-(2-methyl-2H-tetrazol-5-yl)-amine

HCID 178418310HCID 178418310, compound

Product 1

HCID 58968668N-(2-(1-methoxy-2,2-dimethylpropyl)-5-(trifluoromethyl)benzyl)-N-(3,5-bis(trifluoromethyl)benzyl)-2-methyl-2H-tetrazol-5-amine

Procedure

The title compound was prepared in an analogous manner to that described for the preparation of (3,5-bis-trifluoromethyl-benzyl)-[2-(cyclobutyl-ethoxy-methyl)-5-trifluoromethyl-benzyl]-(2-methyl-2H-tetrazol-5-yl)amine from 2-{[(3,5-bis-trifluoromethyl-benzyl)-(2-methyl-2H-tetrazol-5-yl)-amino]-methyl}-4-trifluoromethyl-benzaldehyde by the addition of tert-butylmagnesium chloride followed by O-methylation with methyl iodide.

Sources & evidence

ORD record: ord-cc88d080d3f249e6a71bbf7191ad840e
Source dataset: uspto-grants-2011_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07919506B2

Reaction notes

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