1-(2-Cyano-ethyl)-3-[5-(3-fluoro-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-urea → Urea

HRID 2247362Notes

Reaction equation

HRID 2247362 reaction equation
[C:1]([CH2:3][CH2:4][NH:5][C:6]([NH:8][C:9]1[S:10][C:11]([C:15]2[CH:20]=[CH:19][C:18]([S:21]([CH3:24])(=[O:23])=[O:22])=[C:17]([F:25])[CH:16]=2)=[C:12]([CH3:14])[N:13]=1)=[O:7])#N.[F:26][C:27]1[CH:28]=[C:29]([C:37]2[S:41][C:40]([NH:42][C:43]([NH:45][CH2:46][CH2:47][CH2:48]O)=[O:44])=[N:39][C:38]=2[CH3:50])[CH:30]=[CH:31][C:32]=1[S:33]([CH3:36])(=[O:35])=[O:34].FC1C=[C:54]([C:62]2S[C:65](N[C:68](NCC3C=CC=CN=3)=[O:69])=[N:64][C:63]=2C)C=CC=1S(C)(=O)=O.FC1C=C(C2SC(NC(NCCO)=O)=NC=2C)C=CC=1S(C)(=O)=O>>[NH2:5][C:6]([NH2:8])=[O:7].[F:26][C:27]1[CH:28]=[C:29]([C:37]2[S:41][C:40]([NH:42][C:43]([NH:45][CH2:46][CH2:47][C:48]3[CH:65]=[N:64][CH:63]=[CH:62][CH:54]=3)=[O:44])=[N:39][C:38]=2[CH3:50])[CH:30]=[CH:31][C:32]=1[S:33]([CH3:36])(=[O:35])=[O:34].[F:25][C:17]1[CH:16]=[C:15]([C:11]2[S:10][C:9]([NH:8][C:6]([NH:5][CH2:4][CH2:3][CH2:1][CH2:68][OH:69])=[O:7])=[N:13][C:12]=2[CH3:14])[CH:20]=[CH:19][C:18]=1[S:21]([CH3:24])(=[O:22])=[O:23]

Participants

7

Reactant 4

HCID 865984181-(2-Cyano-ethyl)-3-[5-(3-fluoro-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-ureaHCID 865984191-[5-(3-Fluoro-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-3-(3-hydroxy-propyl)-ureaHCID 865984201-[5-(3-Fluoro-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-3-pyridin-2-ylmethyl-ureaHCID 865984211-[5-(3-Fluoro-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-3-(2-hydroxy-ethyl)-urea

Product 3

HCID 1176UreaHCID 865984161-[5-(3-Fluoro-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-3-(2-pyridin-3-yl-ethyl)-ureaHCID 865984171-[5-(3-Fluoro-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-3-(4-hydroxy-butyl)-urea

Procedure

These compounds, namely 1-(2-cyano-ethyl)-3-[5-(3-fluoro-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-urea, 1-[5-(3-fluoro-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-3-(3-hydroxy-propyl)-urea, 1-[5-(3-fluoro-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-3-pyridin-2-ylmethyl-urea, 1-[5-(3-fluoro-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-3-pyridin-2-yl-ethyl)-urea, 1-[5-(3-Fluoro-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-3-(2-pyridin-3-yl-ethyl)-urea and 1-[5-(3-Fluoro-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-3-(4-hydroxy-butyl)-urea respectively are prepared by the same procedure as Example 88 replacing 2-aminoethanol (part 88b) in this example with the appropriate amine.

Sources & evidence

ORD record
ord-d9fd1ea778094938ab4d86d5b5be5c4b
Source dataset
uspto-grants-2010_03
Patent number
US07687637B2

Reaction notes

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