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

HRID 2247408Notes

Reaction equation

HRID 2247408 reaction equation
C([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.[CH2:31](C1OC(CCN)=NC=1)[CH3:32].C(C1N=C(CCN)OC=1)C.Cl.C(C1OC(CCN)=NC=1)C.NCC(O)CC.NC(CC)CO>>[CH2:31]([C:4]1[N:5]=[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])[O:7][CH:3]=1)[CH3:32]

Participants

7

Reactant 6

HCID 221292-Amino-1-butanolHCID 261071-Amino-2-butanolHCID 115428012-(5-Ethyloxazol-2-yl)ethylamineHCID 552855012-(4-Ethyl-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 865984491-[2-(4-Ethyl-oxazol-2-yl)-ethyl]-3-[5-(3-fluoro-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-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-(4-ethyl-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 2-amino-1-butanol.

Sources & evidence

ORD record
ord-afc46268717d492c97e0c130090e0ab9
Source dataset
uspto-grants-2010_03
Patent number
US07687637B2

Reaction notes

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