Cyanamide → [4-Amino-2-[4-(2-ethylamino-ethoxy)-phenylamino]-thiazol-5-yl]-(2,3-dihydro-benzofuran-5-yl)-methanone

HRID 2415292Notes

Reaction equation

HRID 2415292 reaction equation
[N:1]#[C:2][NH2:3].C(OC(=O)[N:10]([CH2:23][CH3:24])[CH2:11][CH2:12][O:13][C:14]1[CH:19]=[CH:18][C:17]([N:20]=[C:21]=[S:22])=[CH:16][CH:15]=1)(C)(C)C.Br[CH2:27][C:28]([C:30]1[CH:31]=[CH:32][C:33]2[O:37][CH2:36][CH2:35][C:34]=2[CH:38]=1)=[O:29]>>[NH2:1][C:2]1[N:3]=[C:21]([NH:20][C:17]2[CH:16]=[CH:15][C:14]([O:13][CH2:12][CH2:11][NH:10][CH2:23][CH3:24])=[CH:19][CH:18]=2)[S:22][C:27]=1[C:28]([C:30]1[CH:31]=[CH:32][C:33]2[O:37][CH2:36][CH2:35][C:34]=2[CH:38]=1)=[O:29]

Participants

4

Reactant 3

HCID 9864CyanamideHCID 101057272-Bromo-1-(2,3-dihydro-1-benzofuran-5-yl)ethan-1-oneHCID 23525784Ethyl-[2-(4-isothiocyanato-phenoxy)-ethyl]-carbamic acid tert-butyl ester

Product 1

HCID 10071007[4-Amino-2-[4-(2-ethylamino-ethoxy)-phenylamino]-thiazol-5-yl]-(2,3-dihydro-benzofuran-5-yl)-methanone

Procedure

This compound was prepared from cyanamide, ethyl-[2-(4-isothiocyanato-phenoxy)-ethyl]-carbamic acid tert-butyl ester of Example 129 and 2-bromo-1-(2,3-dihydro-benzofuran-5-yl)ethanone (from Example 141) following a procedure similar to Example 132. Mass spectrum (ES) MH+=425.

Sources & evidence

ORD record
ord-d53036dfe1bf44709a5d0b4d0c5b6496
Source dataset
uspto-grants-2004_11
Patent number
US06818663B2

Reaction notes

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