1-Amino-2-propanol → 1-[5-(3-Fluoro-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-3-[2-(5-methyl-oxazol-2-yl)-ethyl]-urea

HRID 2247409Notes

Reaction equation

HRID 2247409 reaction equation
[CH2:1]([C:3]1[O:7][C:6]([CH2:8][CH2:9][NH:10][C:11]([NH:13][C:14]2[S:15][C:16]([C:20]3[CH:25]=[CH:24][C:23]([S:26]([CH3:29])(=[O:28])=[O:27])=[C:22]([F:30])[CH:21]=3)=[C:17]([CH3:19])[N:18]=2)=[O:12])=[N:5][CH:4]=1)C.C(C1OC(CCN)=NC=1)C.CC1OC(CCN)=NC=1.Cl.C(C1OC(CCN)=NC=1)C.NCC(O)CC.NCC(O)C>>[F:30][C:22]1[CH:21]=[C:20]([C:16]2[S:15][C:14]([NH:13][C:11]([NH:10][CH2:9][CH2:8][C:6]3[O:7][C:3]([CH3:1])=[CH:4][N:5]=3)=[O:12])=[N:18][C:17]=2[CH3:19])[CH:25]=[CH:24][C:23]=1[S:26]([CH3:29])(=[O:27])=[O:28]

Participants

7

Reactant 6

HCID 41-Amino-2-propanolHCID 261071-Amino-2-butanolHCID 115428012-(5-Ethyloxazol-2-yl)ethylamineHCID 242549802-(5-Methyl-oxazol-2-yl)-ethylamineHCID 665885532-(5-Ethyl-oxazol-2-yl)ethylamine hydrochlorideHCID 865984481-[2-(5-Ethyl-oxazol-2-yl)-ethyl]-3-[5-(3-fluoro-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-urea

Product 1

HCID 865984501-[5-(3-Fluoro-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-3-[2-(5-methyl-oxazol-2-yl)-ethyl]-urea

Procedure

The title compound is prepared by the same procedure as 1-[2-(5-ethyl-oxazol-2-yl)-ethyl]-3-[5-(3-fluoro-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-urea (Example 178) by replacing 2-(5-ethyl-oxazol-2-yl)-ethylamine hydrochloride (step 4) with the hydrochloride salt of 2-(5-methyl-oxazol-2-yl)ethylamine. This is prepared by the same procedure as 2-(5-ethyl-oxazol-2-yl)ethylamine hydrochloride (step 4) by replacing 1-amino-2-butanol (step 1) with 1-amino-2-propanol.

Sources & evidence

ORD record
ord-53aa52a7c8ec4398b89320e5da3509e1
Source dataset
uspto-grants-2010_03
Patent number
US07687637B2

Reaction notes

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