Triethylamine → HCID 18461326, compound

HRID 2303825Notes

Reaction equation

HRID 2303825 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:14]=[CH:13][C:12]([NH:15]C(OC(C)(C)C)=O)=[CH:11][CH:10]=2)=[CH:4][C:3]=1[N:23]([CH3:31])[C:24](=[O:30])[O:25][C:26]([CH3:29])([CH3:28])[CH3:27].[O:32]=[C:33]1[NH:37][C:36](=[O:38])[CH:35]([CH2:39][C:40]2[CH:50]=[CH:49][C:43]([O:44][CH2:45][C:46](O)=[O:47])=[CH:42][CH:41]=2)[S:34]1.C(P(=O)(OCC)OCC)#N.C(N(CC)CC)C>O1CCCC1>[NH2:15][C:12]1[CH:13]=[CH:14][C:9]([O:8][C:5]2[CH:6]=[CH:7][C:2]([NH:1][C:46](=[O:47])[CH2:45][O:44][C:43]3[CH:42]=[CH:41][C:40]([CH2:39][CH:35]4[S:34][C:33](=[O:32])[NH:37][C:36]4=[O:38])=[CH:50][CH:49]=3)=[C:3]([N:23]([CH3:31])[C:24](=[O:30])[O:25][C:26]([CH3:29])([CH3:27])[CH3:28])[CH:4]=2)=[CH:10][CH:11]=1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 76257Diethyl cyanophosphonateHCID 113234852-(4-((2,4-Dioxothiazolidin-5-YL)methyl)phenoxy)acetic acidHCID 18537663HCID 18537663, compound

Product 1

HCID 18461326HCID 18461326, compoundYield 57.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In a similar manner to that described in Example (2-1), a reaction was carried out using t-butyl N-[2-amino-5-(4-t-butoxycarbonylaminophenoxy)phenyl]-N-methylcarbamate (500 mg), 4-(2,4-dioxothiazolidin-5-ylmethyl)phenoxyacetic acid (366 mg), diethyl cyanophosphonate (212 mg), triethylamine (132 mg) and anhydrous tetrahydrofuran (10 ml) and the reaction mixture was purified to give the desired compound (395 mg).

Workup

  1. customthe reaction mixture was purified

Sources & evidence

ORD record
ord-12cd4f41808c40eba9a35891fbad807b
Source dataset
uspto-grants-2002_08
Patent number
US06432993B1

Reaction notes

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