(S)-2-amino-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)propanamide → HCID 67010479, compound

HRID 1630161Notes

Reaction equation

HRID 1630161 reaction equation
Cl.[F:2][C:3]1[CH:4]=[C:5]([CH2:13][C:14]([OH:16])=O)[CH:6]=[CH:7][C:8]=1[C:9]([F:12])([F:11])[F:10].[NH2:17][C@@H:18]([CH2:36][O:37][CH2:38][C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)[C:19]([NH:21][C:22]1[CH:27]=[CH:26][C:25]([O:28][C:29]2[CH:34]=[CH:33][C:32]([F:35])=[CH:31][CH:30]=2)=[CH:24][CH:23]=1)=[O:20]>>[CH2:38]([O:37][CH2:36][C@H:18]([NH:17][C:14](=[O:16])[CH2:13][C:5]1[CH:6]=[CH:7][C:8]([C:9]([F:10])([F:11])[F:12])=[C:3]([F:2])[CH:4]=1)[C:19]([NH:21][C:22]1[CH:27]=[CH:26][C:25]([O:28][C:29]2[CH:34]=[CH:33][C:32]([F:35])=[CH:31][CH:30]=2)=[CH:24][CH:23]=1)=[O:20])[C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1

Participants

3

Reactant 2

HCID 67009137(S)-2-amino-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)propanamideHCID 67009784HCID 67009784, compound

Product 1

HCID 67010479HCID 67010479, compoundYield 42.8%

Procedure

Proceeding as in Example 1, but substituting 2-(3-fluoro-4-(trifluoromethyl)phenyl)acetic acid hydrochloride and (S)-2-amino-3-(benzyloxy)-N-(4-(4-fluorophenoxy)phenyl)propanamide, gave Compound 101, (S)-3-(benzyloxy)-2-(2-(3-fluoro-4-(trifluoromethyl)phenyl)acetamido)-N-(4-(4-fluorophenoxy)phenyl)propanamide (3 mg, 42.8%). MS (EI) for C31H25F5N2O4. found 585.5 (MH+).

Sources & evidence

ORD record
ord-841b5b627fe24b34aea0cc69665c92bf
Source dataset
uspto-grants-2014_07
Patent number
US08791102B2

Reaction notes

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