(1-Fluorocyclopropyl)methanol → N-((2S)-1-((2-(3-fluoro-4-((1-fluorocyclopropyl)methoxy)phenyl) [1,3]oxazolo[4,5-c]pyridin-6-yl)oxy)propan-2-yl)acetamide

HRID 2277263Notes

Reaction equation

HRID 2277263 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[O:16][C:17]3[CH:22]=[C:21]([O:23][CH2:24][C@@H:25]([NH:27][C:28](=[O:30])[CH3:29])[CH3:26])[N:20]=[CH:19][C:18]=3[N:31]=2)=[CH:11][C:10]=1[F:32])[C:2]1[CH:7]=[CH:6]C=CC=1.[F:33]C1(CO)CC1>>[F:32][C:10]1[CH:11]=[C:12]([C:15]2[O:16][C:17]3[CH:22]=[C:21]([O:23][CH2:24][C@@H:25]([NH:27][C:28](=[O:30])[CH3:29])[CH3:26])[N:20]=[CH:19][C:18]=3[N:31]=2)[CH:13]=[CH:14][C:9]=1[O:8][CH2:1][C:2]1([F:33])[CH2:6][CH2:7]1

Participants

3

Reactant 2

HCID 67149022(1-Fluorocyclopropyl)methanolHCID 86731271N-((2S)-1-((2-(4-(benzyloxy)-3-fluorophenyl)[1,3]oxazolo[4,5-c]pyridin-6-yl)oxy)propan-2-yl)acetamide

Product 1

HCID 86731338N-((2S)-1-((2-(3-fluoro-4-((1-fluorocyclopropyl)methoxy)phenyl) [1,3]oxazolo[4,5-c]pyridin-6-yl)oxy)propan-2-yl)acetamide

Procedure

Using N-((2S)-1-((2-(4-(benzyloxy)-3-fluorophenyl)[1,3]oxazolo[4,5-c]pyridin-6-yl)oxy)propan-2-yl)acetamide and (1-fluorocyclopropyl)methanol, and in the same manner as in Step A and Step B of Example 4, the title compound was obtained.

Sources & evidence

ORD record
ord-57fbe08b7c614fa0aa5037026cb0fffc
Source dataset
uspto-grants-2015_09
Patent number
US09133129B2

Reaction notes

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