Methyl 4-(1-aminocyclopropyl)benzoate hydrochloride → HCID 71186646, compound

HRID 2273122Notes

Reaction equation

HRID 2273122 reaction equation
[CH3:1][C@:2]1([C:18]([O-])=[O:19])[CH2:6][CH2:5][CH2:4][N:3]1[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:17])([F:16])[F:15])[CH:9]=1.[Li+].Cl.[NH2:23][C:24]1([C:27]2[CH:36]=[CH:35][C:30]([C:31]([O:33][CH3:34])=[O:32])=[CH:29][CH:28]=2)C[CH2:25]1>>[CH3:1][C@:2]1([C:18]([NH:23][C@H:24]([C:27]2[CH:36]=[CH:35][C:30]([C:31]([O:33][CH3:34])=[O:32])=[CH:29][CH:28]=2)[CH3:25])=[O:19])[CH2:6][CH2:5][CH2:4][N:3]1[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:16])([F:15])[F:17])[CH:9]=1

Participants

3

Reactant 2

HCID 66824369Methyl 4-(1-aminocyclopropyl)benzoate hydrochlorideHCID 86731623HCID 86731623, compound

Product 1

HCID 71186646HCID 71186646, compoundYield 53%

Procedure

The title compound (D37) (30.9 mg) was prepared according to the general procedure for amides preparation starting from lithium (R)-2-methyl-1-(3-(trifluoromethyl)benzyl)pyrrolidine-2-carboxylate (D17) (37 mg, 0.13 mmol) and methyl 4-(1-aminocyclopropyl)benzoate hydrochloride (27.2 mg, 0.13 mmol).

Sources & evidence

ORD record
ord-76c2fbd725b748f397cbcb5ef6c9a3d2
Source dataset
uspto-grants-2015_09
Patent number
US09120824B2

Reaction notes

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