Diisopropylethylamine → HCID 178504236, compound

HRID 1711313Notes

Reaction equation

HRID 1711313 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

5

Reactant 4

HCID 81531DiisopropylethylamineHCID 2733179PyBroPHCID 67188357potassium 4-cyano-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-2-carboxylateHCID 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.

Sources & evidence

ORD record
ord-113337ba3c5a43888c79b159efd38619
Source dataset
uspto-grants-2010_09
Patent number
US07790724B2

Reaction notes

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