Tert-butyl malonate → HCID 178516624, compound

HRID 41763Notes

Reaction equation

HRID 41763 reaction equation
[NH:1]1[C:5]2[CH:6]=[CH:7][C:8]([NH2:10])=[CH:9][C:4]=2[N:3]=[CH:2]1.[CH:11]1([N:14]2[CH2:19][CH2:18][N:17]([C:20]3[CH:27]=[CH:26][C:23]([CH:24]=O)=[CH:22][CH:21]=3)[CH2:16][CH2:15]2)[CH2:13][CH2:12]1.[C:28](OC(C)(C)C)(=[O:33])[CH2:29][C:30]([O-])=[O:31].C(=O)(OC)OC(C)(C)C[N+]#[C-].CC(C)([O-])C.[Na+]>>[NH:1]1[C:5]2[CH:6]=[CH:7][C:8]([N:10]3[CH:24]([C:23]4[CH:26]=[CH:27][C:20]([N:17]5[CH2:18][CH2:19][N:14]([CH:11]6[CH2:13][CH2:12]6)[CH2:15][CH2:16]5)=[CH:21][CH:22]=4)[C:30](=[O:31])[CH2:29][C:28]3=[O:33])=[CH:9][C:4]=2[N:3]=[CH:2]1

Participants

6

Reactant 5

HCID 21883978Tert-butyl malonateHCID 23676156Sodium t-butoxideHCID 252674641-Isocyano-2-methylpropan-2-yl methyl carbonateHCID 614417534-(4-Cyclopropylpiperazin-1-yl)benzaldehydeHCID 178507353HCID 178507353, compound

Product 1

HCID 178516624HCID 178516624, compound

Procedure

The compound was synthesized starting from 1H-benzo[d]imidazol-5-amine (0.86 g, 6.5 mmol), 4-(4-cyclopropylpiperazin-1-yl)benzaldehyde (1.5 g, 6.5 mmol), mono-tert-butyl malonate (1.04 g, 6.5 mmol), 1-isocyano-2-methylpropan-2-yl methyl carbonate (1.02 g, 6.5 mmol) with stirring for 2 days and sodium tert.-butoxide (0.60 g, 5.4 mmol) according to method 5.

Workup

  1. customThe compound was synthesized

Sources & evidence

ORD record
ord-e2a645ca183440489f20f4308c019703
Source dataset
uspto-grants-2013_09
Patent number
US08530670B2

Reaction notes

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