Monoethyl malonate → HCID 178516622, compound

HRID 41753

Reaction equation

HRID 41753 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.[F:11][C:12]1([F:26])[CH2:17][CH2:16][N:15]([C:18]2[CH:25]=[CH:24][C:21]([CH:22]=O)=[CH:20][CH:19]=2)[CH2:14][CH2:13]1.C([O:29][C:30]([CH2:32][C:33](O)=[O:34])=O)C.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:22]([C:21]4[CH:24]=[CH:25][C:18]([N:15]5[CH2:16][CH2:17][C:12]([F:26])([F:11])[CH2:13][CH2:14]5)=[CH:19][CH:20]=4)[C:30](=[O:29])[CH2:32][C:33]3=[O:34])=[CH:9][C:4]=2[N:3]=[CH:2]1

Participants

6

Reactant 5

HCID 70615Monoethyl malonateHCID 23676156Sodium t-butoxideHCID 252674641-Isocyano-2-methylpropan-2-yl methyl carbonateHCID 866708774-(4,4-Difluoropiperidin-1-yl)benzaldehydeHCID 178507353HCID 178507353, compound

Product 1

HCID 178516622HCID 178516622, compound

Procedure

The compound was synthesized starting from 1H-benzo[d]imidazol-5-amine (0.890 g, 6.69 mmol), 4-(4,4-difluoropiperidin-1-yl)benzaldehyde (1.5 g, 6.69 mmol), 2-(ethoxycarbonyl)acetic acid (0.883 g, 6.69 mmol), 1-isocyano-2-methylpropan-2-yl methyl carbonate (1.05 g, 6.69 mmol) and sodium tert.-butoxide (0.713 g, 6.35 mmol) according to method 3.

Workup

  1. customThe compound was synthesized

Sources & evidence

ORD record
ord-04d66ba45c82473a8f4ab8194da2842e
Source dataset
uspto-grants-2013_09
Patent number
US08530670B2

Linked notes

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