Diisopropylethylamine → HCID 178504236, compound

Reaction equation

[C:1]1([C:7]2[CH:12]=[C:11]([CH2:13][C:14]3[NH:18][N:17]=[N:16][N:15]=3)[CH:10]=[CH:9][C:8]=2[NH2:19])[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1.[K+].[C:21]([C:23]1[N:24]=[C:25]([C:36]([O-])=[O:37])[N:26]([CH2:28][O:29][CH2:30][CH2:31][Si:32]([CH3:35])([CH3:34])[CH3:33])[CH:27]=1)#[N:22].C1CN([P+](Br)(N2CCCC2)N2CCCC2)CC1.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C>>[C:1]1([C:7]2[CH:12]=[C:11]([CH2:13][C:14]3[NH:18][N:17]=[N:16][N:15]=3)[CH:10]=[CH:9][C:8]=2[NH:19][C:36]([C:25]2[N:26]([CH2:28][O:29][CH2:30][CH2:31][Si:32]([CH3:35])([CH3:34])[CH3:33])[CH:27]=[C:23]([C:21]#[N:22])[N:24]=2)=[O:37])[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1

Participants

Reactant 4

HCID 81531Diisopropylethylamine

HCID 2733179PyBroP

HCID 67188357potassium 4-cyano-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-2-carboxylate

HCID 178507543HCID 178507543, compound

Product 1

HCID 178504236HCID 178504236, compound

Procedure

The title compound was prepared from 2-cyclohex-1-enyl-4-(1H-tetrazol-5-ylmethyl)-phenylamine (as prepared in the previous step, 40 mg, 0.15 mmol), potassium 4-cyano-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole-2-carboxylate (as prepared in Example 11, step (d), 67 mg, 0.21 mmol), PyBroP (116 mg, 0.249 mmol) and DIEA (68 μL, 0.39 mmol) according to the procedure in Example 11, step (f) (60 mg, 76%). Mass spectrum (ESI, m/z): Calcd. for C25H32N8O2Si, 505.2 (M+H), found 504.9.