Trimethyl methanetricarboxylate → HCID 71284606, compound

HRID 1481744Notes

Reaction equation

HRID 1481744 reaction equation
[Si:1]([O:8][CH:9]1[C:13]2=[CH:14][C:15]3[CH:16]=[C:17]([C:21](=[N:25]C(C)(C)C)[CH2:22][CH2:23][CH3:24])[CH:18]=[CH:19][C:20]=3[N:12]2[CH2:11][CH2:10]1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[CH:30]([C:39](OC)=[O:40])([C:35](OC)=[O:36])[C:31]([O:33][CH3:34])=[O:32]>O(C1C=CC=CC=1)C1C=CC=CC=1>[Si:1]([O:8][CH:9]1[C:13]2=[CH:14][C:15]3[CH:16]=[C:17]([C:21]4[NH:25][C:35](=[O:36])[C:30]([C:31]([O:33][CH3:34])=[O:32])=[C:39]([OH:40])[C:22]=4[CH2:23][CH3:24])[CH:18]=[CH:19][C:20]=3[N:12]2[CH2:11][CH2:10]1)([C:4]([CH3:5])([CH3:7])[CH3:6])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 136922Trimethyl methanetricarboxylateHCID 89422900HCID 89422900, compound

Product 1

HCID 71284606HCID 71284606, compoundYield 30%

Reagents, catalysts & solvents 1

HCID 7583Diphenyl EtherSolvent

Procedure

A solution of N-(1-(1-(tert-butyldimethylsilyloxy)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-7-yl)butylidene)-2-methylpropan-2-amine (3.8 g, 9.0 mmol) and trimethyl methanetricarboxylate (2.6 g. 13.5 mmol) in Ph2O (10 mL) was heated at 220° C. for 30 min. The reaction mixture was then cooled to room temperature and triturated with Et2O to afford the title compound as an off-white solid (1.2 g, 30%).

Workup

  1. customtriturated with Et2O

Sources & evidence

ORD record
ord-162b0f6e73fb42a1bd3d91cbe6f2dcb0
Source dataset
uspto-grants-2016_08
Patent number
US09409905B2

Reaction notes

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