2-(5-Ethyloxazol-2-yl)ethylamine → 1-[2-(5-Ethyl-oxazol-2-yl)-ethyl]-3-[4-methyl-5-(2-morpholin-4-yl-pyrimidin-4-yl)-thiazol-2-yl]-urea

HRID 1951195Notes

Reaction equation

HRID 1951195 reaction equation
CNC(NC1SC(C2C=CN=CC=2)=C(C)N=1)=O.[CH3:18][C:19]1[N:20]=[C:21]([NH:36][C:37]([N:39]2[CH:43]=CN=C2)=[O:38])[S:22][C:23]=1[C:24]1[CH:29]=[CH:28][N:27]=[C:26]([N:30]2[CH2:35][CH2:34][O:33][CH2:32][CH2:31]2)[N:25]=1.[CH2:44]([C:46]1[O:50][C:49]([CH2:51]CN)=[N:48][CH:47]=1)[CH3:45]>>[CH2:44]([C:46]1[O:50][C:49]([CH2:51][CH2:43][NH:39][C:37]([NH:36][C:21]2[S:22][C:23]([C:24]3[CH:29]=[CH:28][N:27]=[C:26]([N:30]4[CH2:31][CH2:32][O:33][CH2:34][CH2:35]4)[N:25]=3)=[C:19]([CH3:18])[N:20]=2)=[O:38])=[N:48][CH:47]=1)[CH3:45]

Participants

4

Reactant 3

HCID 115428012-(5-Ethyloxazol-2-yl)ethylamine2×HCID 866103291-Methyl-3-(4-methyl-5-pyridin-4-yl-thiazol-2-yl)-ureaHCID 86610338Imidazole-1-carboxylic acid [4-methyl-5-(2-morpholin-4-yl-pyrimidin-4-yl)-thiazol-2-yl]-amide

Product 1

HCID 866103371-[2-(5-Ethyl-oxazol-2-yl)-ethyl]-3-[4-methyl-5-(2-morpholin-4-yl-pyrimidin-4-yl)-thiazol-2-yl]-urea

Procedure

The titled compound is prepared by an analogous procedure to 1-methyl-3-(4-methyl-5-pyridin-4-yl-thiazol-2-yl)-urea (example 18b) by replacing imidazole-1-carboxylic acid (4-methyl-5-pyridin-4-yl-thiazol-2-yl)-amide (example 18a) with imidazole-1-carboxylic acid [4-methyl-5-(2-morpholin-4-yl-pyrimidin-4-yl)-thiazol-2-yl]-amide (26a) and by replacing methylamine with 2-(5-ethyl-oxazol-2-yl)-ethylamine. The preparation of 2-(5-ethyl-oxazol-2-yl)-ethylamine is described in example 20d steps 1-4.

Sources & evidence

ORD record
ord-40d78d6e642648a09616b9ded5bf9ac2
Source dataset
uspto-grants-2013_03
Patent number
US08404684B2

Reaction notes

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