Methyl 4-(aminomethyl)benzoate hydrochloride → Methyl 4-((5-chloro-2-(3-(3-fluorophenoxy)azetidin-1-yl)nicotinamido)methyl)benzoate

HRID 72502

Reaction equation

HRID 72502 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][C:5]([N:11]2[CH2:14][CH:13]([O:15][C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([F:22])[CH:17]=3)[CH2:12]2)=[C:6]([CH:10]=1)[C:7](O)=[O:8].Cl.[NH2:24][CH2:25][C:26]1[CH:35]=[CH:34][C:29]([C:30]([O:32][CH3:33])=[O:31])=[CH:28][CH:27]=1>>[Cl:1][C:2]1[CH:3]=[N:4][C:5]([N:11]2[CH2:14][CH:13]([O:15][C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([F:22])[CH:17]=3)[CH2:12]2)=[C:6]([CH:10]=1)[C:7]([NH:24][CH2:25][C:26]1[CH:27]=[CH:28][C:29]([C:30]([O:32][CH3:33])=[O:31])=[CH:34][CH:35]=1)=[O:8]

Participants

3

Reactant 2

HCID 2729253Methyl 4-(aminomethyl)benzoate hydrochlorideHCID 679588615-Chloro-2-(3-(3-fluorophenoxy)azetidin-1-yl)nicotinic acid

Product 1

HCID 67958190Methyl 4-((5-chloro-2-(3-(3-fluorophenoxy)azetidin-1-yl)nicotinamido)methyl)benzoateYield 76%

Procedure

The title compound (D157) (55 mg) was prepared according to the experimental procedure described in Description 144 starting from 5-chloro-2-(3-(3-fluorophenoxy)azetidin-1-yl)nicotinic acid (D103) (50 mg, 0.154 mmol) and Methyl 4-(aminomethyl)benzoate hydrochloride (31.24 mg, 0.154 mmol, available at Aldrich#328383).

Sources & evidence

ORD record
ord-6fec37722d114c3c89411e26257d38c3
Source dataset
uspto-grants-2014_09
Patent number
US08828987B2

Linked notes

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