Tert-butyl malonate → HCID 178516618, compound

HRID 41759Notes

Reaction equation

HRID 41759 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.[O:11]1[CH2:16][CH2:15][CH:14]([C:17]2[CH:24]=[CH:23][C:20]([CH:21]=O)=[CH:19][CH:18]=2)[CH2:13][CH2:12]1.[C:25](OC(C)(C)C)(=[O:30])[CH2:26][C:27]([O-])=[O:28].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:21]([C:20]4[CH:23]=[CH:24][C:17]([CH:14]5[CH2:15][CH2:16][O:11][CH2:12][CH2:13]5)=[CH:18][CH:19]=4)[C:27](=[O:28])[CH2:26][C:25]3=[O:30])=[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 765425284-(Oxan-4-yl)benzaldehydeHCID 178507353HCID 178507353, compound

Product 1

HCID 178516618HCID 178516618, compound

Procedure

The compound was synthesized starting from 1H-benzo[d]imidazol-5-amine (1.04 g, 7.89 mmol), 4-(tetrahydro-2H-pyran-4-yl)benzaldehyde (1.0 g, 5.26 mmol), mono-tert-butyl malonate (0.84 g, 5.26 mmol), 1-isocyano-2-methylpropan-2-yl methyl carbonate (0.83 g, 5.26 mmol) and sodium tert.-butoxide (0.829 g, 7.39 mmol) according to method 5.

Workup

  1. customThe compound was synthesized

Sources & evidence

ORD record
ord-2e7227c23df247d9a6549863a438121f
Source dataset
uspto-grants-2013_09
Patent number
US08530670B2

Reaction notes

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