Tert-butyl malonate → HCID 178516621, compound

HRID 41758

Reaction equation

HRID 41758 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:25])[CH2:16][CH2:15][N:14]([C:17]2[CH:24]=[CH:23][C:20]([CH:21]=O)=[CH:19][CH:18]=2)[CH2:13]1.[C:26](OC(C)(C)C)(=[O:31])[CH2:27][C:28]([O-])=[O:29].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]([N:14]5[CH2:15][CH2:16][C:12]([F:25])([F:11])[CH2:13]5)=[CH:18][CH:19]=4)[C:28](=[O:29])[CH2:27][C:26]3=[O:31])=[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 866708794-(3,3-Difluoropyrrolidin-1-yl)benzaldehydeHCID 178507353HCID 178507353, compound

Product 1

HCID 178516621HCID 178516621, compound

Procedure

The compound was synthesized starting from 1H-benzo[d]imidazol-5-amine (0.80 g, 6.01 mmol), 4-(3,3-difluoropyrrolidin-1-yl)benzaldehyde (1.39 g, 6.0 1 mmol), mono-tert-butyl malonate (0.96 g, 6.01 mmol), 1-isocyano-2-methylpropan-2-yl methyl carbonate (1.03 g, 6.61 mmol) and sodium tert.-butoxide (1.04 g, 9.33 mmol) according to method 5.

Workup

  1. customThe compound was synthesized

Sources & evidence

ORD record
ord-afb069ce30bb4011a287adc0750e4c2d
Source dataset
uspto-grants-2013_09
Patent number
US08530670B2

Linked notes

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