Tert-butoxycarbonylalanine → 1,1-dimethylethyl 1-[6-chloro-1-[4-(2-hydroxyethyl)phenyl]-5-(trifluoromethyl)-1H-benzimidazol-2-yl]ethylcarbamate

HRID 1454733Notes

Reaction equation

HRID 1454733 reaction equation
[C:1]([O:5][C:6]([NH:8][C@H:9]([C:11](O)=O)[CH3:10])=[O:7])([CH3:4])([CH3:3])[CH3:2].C([O:17][CH2:18][CH2:19][C:20]1[CH:25]=[CH:24][C:23]([NH:26][C:27]2[CH:32]=[C:31]([Cl:33])[C:30]([C:34]([F:37])([F:36])[F:35])=[CH:29][C:28]=2[NH2:38])=[CH:22][CH:21]=1)(=O)C>>[Cl:33][C:31]1[C:30]([C:34]([F:35])([F:36])[F:37])=[CH:29][C:28]2[N:38]=[C:11]([CH:9]([NH:8][C:6](=[O:7])[O:5][C:1]([CH3:2])([CH3:3])[CH3:4])[CH3:10])[N:26]([C:23]3[CH:24]=[CH:25][C:20]([CH2:19][CH2:18][OH:17])=[CH:21][CH:22]=3)[C:27]=2[CH:32]=1

Participants

3

Reactant 2

HCID 85082Tert-butoxycarbonylalanineHCID 218755552-(4-{[2-Amino-5-chloro-4-(trifluoromethyl)phenyl]amino}phenyl)ethyl acetate

Product 1

HCID 218760561,1-dimethylethyl 1-[6-chloro-1-[4-(2-hydroxyethyl)phenyl]-5-(trifluoromethyl)-1H-benzimidazol-2-yl]ethylcarbamate

Procedure

The title compound was prepared according to the procedure described in Example 339, step 3 & Example 1, step 5 from N-(tert-butoxycarbonyl)-alanine and 2-(4-{[2-amino-5-chloro-4-(trifluoromethyl)phenyl]amino}phenyl)ethyl acetate (Example 339, step 2).

Sources & evidence

ORD record
ord-296b6971926641a381138619530ee840
Source dataset
uspto-grants-2009_01
Patent number
US07479564B2

Reaction notes

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