Methyl 4-(1-aminocyclopropyl)benzoate hydrochloride → Methyl 4-(1-(5-fluoro-2-(3-(3-(trifluoromethoxy)phenoxy)azetidin-1-yl)nicotinamido)cyclopropyl)benzoate

HRID 72528Notes

Reaction equation

HRID 72528 reaction equation
[F: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]([O:22][C:23]([F:26])([F:25])[F:24])[CH:17]=3)[CH2:12]2)=[C:6]([CH:10]=1)[C:7](O)=[O:8].Cl.[NH2:28][C:29]1([C:32]2[CH:41]=[CH:40][C:35]([C:36]([O:38][CH3:39])=[O:37])=[CH:34][CH:33]=2)[CH2:31][CH2:30]1>>[F:1][C:2]1[CH:3]=[N:4][C:5]([N:11]2[CH2:12][CH:13]([O:15][C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([O:22][C:23]([F:24])([F:26])[F:25])[CH:17]=3)[CH2:14]2)=[C:6]([CH:10]=1)[C:7]([NH:28][C:29]1([C:32]2[CH:41]=[CH:40][C:35]([C:36]([O:38][CH3:39])=[O:37])=[CH:34][CH:33]=2)[CH2:31][CH2:30]1)=[O:8]

Participants

3

Reactant 2

HCID 66824369Methyl 4-(1-aminocyclopropyl)benzoate hydrochlorideHCID 679584705-Fluoro-2-(3-(3-(trifluoromethoxy)phenoxy)azetidin-1-yl)nicotinic acid

Product 1

HCID 67958337Methyl 4-(1-(5-fluoro-2-(3-(3-(trifluoromethoxy)phenoxy)azetidin-1-yl)nicotinamido)cyclopropyl)benzoateYield 99.3%

Procedure

The title compound (D189) (39 mg) was prepared according to the experimental procedure described in Description 169 starting from 5-fluoro-2-(3-(3-(trifluoromethoxy)phenoxy)azetidin-1-yl)nicotinic acid (D134) (27 mg, 0.072 mmol) and methyl 4-(1-aminocyclopropyl)benzoate hydrochloride (D7) (16.5 mg, 0.072 mmol).

Sources & evidence

ORD record
ord-04a82af96635471eb72faf2e17cf455b
Source dataset
uspto-grants-2014_09
Patent number
US08828987B2

Reaction notes

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