(S)-Methyl 4-(1-aminoethyl)benzoate hydrochloride → HCID 71204692, compound

HRID 712892Notes

Reaction equation

HRID 712892 reaction equation
[F:1][C@@H:2]1[CH2:6][N:5]([CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:17])([F:16])[F:15])[CH:9]=2)[C@@H:4]([C:18]([O-:20])=O)[CH2:3]1.[Li+].Cl.[NH2:23][C@H:24]([C:26]1[CH:35]=[CH:34][C:29]([C:30]([O:32][CH3:33])=[O:31])=[CH:28][CH:27]=1)[CH3:25]>>[F:1][C@@H:2]1[CH2:6][N:5]([CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:15])([F:16])[F:17])[CH:9]=2)[C@@H:4]([C:18]([NH:23][C@H:24]([C:26]2[CH:35]=[CH:34][C:29]([C:30]([O:32][CH3:33])=[O:31])=[CH:28][CH:27]=2)[CH3:25])=[O:20])[CH2:3]1

Participants

3

Reactant 2

HCID 57462942(S)-Methyl 4-(1-aminoethyl)benzoate hydrochlorideHCID 86731622HCID 86731622, compound

Product 1

HCID 71204692HCID 71204692, compoundYield 73.8%

Procedure

The title compound (D160) (67.3 mg) was prepared according to the general procedure for amides preparation (Method A) starting from lithium (2R,4S)-4-fluoro-1-(3-(trifluoromethyl)benzyl)pyrrolidine-2-carboxylate (D114) (60 mg) and (S)-methyl 4-(1-aminoethyl)benzoate hydrochloride (43.5 mg). (Reaction time: 18 hrs; RT)

Workup

  1. custom(Reaction time: 18 hrs; RT)

Sources & evidence

ORD record
ord-be6a6344f0b44b7781d47c555bffa9e3
Source dataset
uspto-grants-2015_11
Patent number
US09181279B2

Reaction notes

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