Diethylamine → HCID 178464221, compound

HRID 731474Notes

Reaction equation

HRID 731474 reaction equation
C1C=CC2N(O)N=NC=2C=1.[CH:11]1([N:17]([C@H:35]2[CH2:40][CH2:39][C@H:38]([CH3:41])[CH2:37][CH2:36]2)[C:18](=[O:34])[NH:19][C:20]2[S:21][C:22]([S:25]([N:28]([CH2:30][C:31](O)=[O:32])[CH3:29])(=[O:27])=[O:26])=[CH:23][N:24]=2)[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1.CCN=C=NCCCN(C)C.[CH:53]([N:56](C(C)C)[CH2:57][CH3:58])(C)[CH3:54].C(NCC)C>CN(C=O)C>[CH:11]1([N:17]([C@H:35]2[CH2:36][CH2:37][C@H:38]([CH3:41])[CH2:39][CH2:40]2)[C:18](=[O:34])[NH:19][C:20]2[S:21][C:22]([S:25]([N:28]([CH3:29])[CH2:30][C:31]([N:56]([CH2:57][CH3:58])[CH2:53][CH3:54])=[O:32])(=[O:27])=[O:26])=[CH:23][N:24]=2)[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1

Participants

7

Reactant 5

HCID 8021DiethylamineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 178484758HCID 178484758, compound

Product 1

HCID 178464221HCID 178464221, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

An equimolar mixture of HOBt, ({2-[3-cyclohexyl-3-(trans-4-methyl-cyclohexyl)-ureido]-thiazole-5-sulfonyl}-methyl-amino)-acetic acid was added EDAC (1.5 eq) and diisopropylethyl amine (1.2 eq) and dry DMF (10 mL/mmol). The solution was stirred 30 min at rt and then diethyl amine (1.5 eq) was added and stirring was continued over night.

Workup

  1. stirringstirring
  2. waitwas continued over night

Sources & evidence

ORD record
ord-50b346dae7e043ebafdc5a962b2111f4
Source dataset
uspto-grants-2009_09
Patent number
US07582769B2

Reaction notes

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