Methyl 4-(1-aminocyclopropyl)benzoate hydrochloride → HCID 71186561, compound

HRID 2273120Notes

Reaction equation

HRID 2273120 reaction equation
[OH: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: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>>[OH: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:27]2[CH:36]=[CH:35][C:30]([C:31]([O:33][CH3:34])=[O:32])=[CH:29][CH:28]=2)[CH3:25])=[O:20])[CH2:3]1

Participants

3

Reactant 2

HCID 66824369Methyl 4-(1-aminocyclopropyl)benzoate hydrochlorideHCID 86731620HCID 86731620, compound

Product 1

HCID 71186561HCID 71186561, compoundYield 42.3%

Procedure

The title compound (D35) (10.3 mg) was prepared according to the general procedure for amides preparation starting from lithium (2R,4R)-4-hydroxy-1-(3-(trifluoromethyl)benzyl)pyrrolidine-2-carboxylate (D15) (11.7 mg, 0.054 mmol) and methyl 4-(1-aminocyclopropyl)benzoate hydrochloride (27.2 mg, 0.054 mmol).

Sources & evidence

ORD record
ord-af2c36f972b84feebeaadc5f2c895d59
Source dataset
uspto-grants-2015_09
Patent number
US09120824B2

Reaction notes

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