4-(((1R)-2,2-difluorocyclopropyl)methoxy)benzoic Acid → 2-(((2S)-2-((tert-butoxycarbonyl)amino)propyl)oxy)-5-((4-(((1R)-2,2-difluorocyclopropyl)methoxy)benzoyl)amino)pyridin-4-yl 4-(((1R)-2,2-difluorocyclopropyl)methoxy)benzoate

HRID 2277290Notes

Reaction equation

HRID 2277290 reaction equation
[NH2:1][C:2]1[C:3]([OH:20])=[CH:4][C:5]([O:8][CH2:9][C@@H:10]([NH:12][C:13](=[O:19])[O:14][C:15]([CH3:18])([CH3:17])[CH3:16])[CH3:11])=[N:6][CH:7]=1.[F:21][C:22]1([F:36])[CH2:24][C@@H:23]1[CH2:25][O:26][C:27]1[CH:35]=[CH:34][C:30]([C:31](O)=[O:32])=[CH:29][CH:28]=1>>[F:21][C:22]1([F:36])[CH2:24][C@@H:23]1[CH2:25][O:26][C:27]1[CH:35]=[CH:34][C:30]([C:31]([O:20][C:3]2[C:2]([NH:1][C:31](=[O:32])[C:30]3[CH:34]=[CH:35][C:27]([O:26][CH2:25][C@H:23]4[CH2:24][C:22]4([F:36])[F:21])=[CH:28][CH:29]=3)=[CH:7][N:6]=[C:5]([O:8][CH2:9][C@@H:10]([NH:12][C:13]([O:14][C:15]([CH3:16])([CH3:18])[CH3:17])=[O:19])[CH3:11])[CH:4]=2)=[O:32])=[CH:29][CH:28]=1

Participants

3

Reactant 2

HCID 867313704-(((1R)-2,2-difluorocyclopropyl)methoxy)benzoic AcidHCID 178461779HCID 178461779, compound

Product 1

HCID 867313722-(((2S)-2-((tert-butoxycarbonyl)amino)propyl)oxy)-5-((4-(((1R)-2,2-difluorocyclopropyl)methoxy)benzoyl)amino)pyridin-4-yl 4-(((1R)-2,2-difluorocyclopropyl)methoxy)benzoate

Procedure

Using tert-butyl ((2S)-1-((5-amino-4-hydroxypyridin-2-yl)oxy)propan-2-yl)carbamate and 4-(((1R)-2,2-difluorocyclopropyl)methoxy)benzoic acid, and in the same manner as in Step D of Example 83, the title compound was obtained.

Sources & evidence

ORD record
ord-555521b6942d4d019ca345ec39ef69e0
Source dataset
uspto-grants-2015_09
Patent number
US09133129B2

Reaction notes

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