Diisopropylethylamine → HCID 178424470, compound

HRID 1711317Notes

Reaction equation

HRID 1711317 reaction equation
[CH3:1][C:2]1([CH3:24])[CH2:7][CH2:6][C:5]([C:8]2[CH:13]=[C:12]([C:14]3[N:18]([Sn](C)(C)C)[N:17]=[N:16][N:15]=3)[CH:11]=[CH:10][C:9]=2[NH2:23])=[CH:4][CH2:3]1.[K+].[C:26]([C:28]1[N:29]=[C:30]([C:41]([O-])=[O:42])[N:31]([CH2:33][O:34][CH2:35][CH2:36][Si:37]([CH3:40])([CH3:39])[CH3:38])[CH:32]=1)#[N:27].C1CN([P+](Br)(N2CCCC2)N2CCCC2)CC1.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C>>[CH3:1][C:2]1([CH3:24])[CH2:7][CH2:6][C:5]([C:8]2[CH:13]=[C:12]([C:14]3[NH:18][N:17]=[N:16][N:15]=3)[CH:11]=[CH:10][C:9]=2[NH:23][C:41]([C:30]2[N:31]([CH2:33][O:34][CH2:35][CH2:36][Si:37]([CH3:40])([CH3:39])[CH3:38])[CH:32]=[C:28]([C:26]#[N:27])[N:29]=2)=[O:42])=[CH:4][CH2:3]1

Participants

5

Reactant 4

HCID 81531DiisopropylethylamineHCID 2733179PyBroPHCID 58754803HCID 58754803, compoundHCID 67188357potassium 4-cyano-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-2-carboxylate

Product 1

HCID 178424470HCID 178424470, compound

Procedure

The title compound was prepared from 2-(4,4-dimethyl-cyclohex-1-enyl)4-(1-trimethylstannanyl-1H-tetrazol-5-yl)-phenylamine (as prepared in the previous step, 150 mg, 0.347 mmol), potassium 4-cyano-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole-2-carboxylate (as prepared in Example 11, step (d), 148 mg, 0.480 mmol), PyBroP (259 mg, 0.555 mmol) and DIEA (151 μL, 0.867 mmol) according to the procedure in Example 11, step (f) (103 mg, 57%). Mass spectrum (ESI, m/z): Calcd. for C26H34N8O2Si, 519.2, found 519.1

Sources & evidence

ORD record
ord-fe089dfa7d3e4018b5adbc1989d037fe
Source dataset
uspto-grants-2010_09
Patent number
US07790724B2

Reaction notes

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