(S)-Methyl 4-(1-aminoethyl)benzoate hydrochloride → HCID 71186480, compound

HRID 712888Notes

Reaction equation

HRID 712888 reaction equation
[F:1][C:2]([F:22])([F:21])[C:3]1[CH:20]=[CH:19][C:6]([CH2:7][N:8]2[CH:13]([C:14](O)=[O:15])[CH:12]3[CH2:17][CH2:18][CH:9]2[CH2:10][CH2:11]3)=[CH:5][CH:4]=1.Cl.[NH2:24][C@H:25]([C:27]1[CH:36]=[CH:35][C:30]([C:31]([O:33][CH3:34])=[O:32])=[CH:29][CH:28]=1)[CH3:26]>>[F:1][C:2]([F:22])([F:21])[C:3]1[CH:20]=[CH:19][C:6]([CH2:7][N:8]2[CH:13]([C:14]([NH:24][C@H:25]([C:27]3[CH:36]=[CH:35][C:30]([C:31]([O:33][CH3:34])=[O:32])=[CH:29][CH:28]=3)[CH3:26])=[O:15])[CH:12]3[CH2:11][CH2:10][CH:9]2[CH2:18][CH2:17]3)=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 57462942(S)-Methyl 4-(1-aminoethyl)benzoate hydrochlorideHCID 71186564HCID 71186564, compound

Product 1

HCID 71186480HCID 71186480, compoundYield 35.2%

Procedure

The title compound (D155) (12 mg) was prepared according to the general procedure for amides preparation (Method C) starting from 2-(4-(trifluoromethyl)benzyl)-2-azabicyclo[2.2.2]octane-3-carboxylic acid (D111) (22.5 mg) and (S)-methyl 4-(1-aminoethyl)benzoate hydrochloride (17 mg). (Reaction time: 2 hrs; 60° C.)

Workup

  1. custom(Reaction time: 2 hrs; 60° C.)

Sources & evidence

ORD record
ord-c51cf5da48594204a1cac39433bf509c
Source dataset
uspto-grants-2015_11
Patent number
US09181279B2

Reaction notes

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