(S)-2-[5-(3-Amino-4-ethyl-6-methoxy-5-trifluoromethyl-pyridin-2-yl)-[1,3,4]oxadiazol-2-yl]-1,1,1-trifluoro-propan-2-ol → (S)-2-[5-(3-Amino-4-isopropyl-6-methoxy-5-trifluoromethyl-pyridin-2-yl)-[1,3,4]oxadiazol-2-yl]-1,1,1-trifluoro-propan-2-ol

HRID 574222Notes

Reaction equation

HRID 574222 reaction equation
[NH2:1][C:2]1[C:3]([C:17]2[O:21][C:20]([C@@:22]([OH:28])([CH3:27])[C:23]([F:26])([F:25])[F:24])=[N:19][N:18]=2)=[N:4][C:5]([O:15][CH3:16])=[C:6]([C:11]([F:14])([F:13])[F:12])[C:7]=1[C:8]([CH3:10])=[CH2:9].NC1C(C2OC([C@@](O)(C)C(F)(F)F)=NN=2)=NC(OC)=C(C(F)(F)F)C=1CC>>[NH2:1][C:2]1[C:3]([C:17]2[O:21][C:20]([C@@:22]([OH:28])([CH3:27])[C:23]([F:26])([F:25])[F:24])=[N:19][N:18]=2)=[N:4][C:5]([O:15][CH3:16])=[C:6]([C:11]([F:13])([F:14])[F:12])[C:7]=1[CH:8]([CH3:9])[CH3:10]

Participants

3

Reactant 2

HCID 71515815(S)-2-[5-(3-Amino-4-ethyl-6-methoxy-5-trifluoromethyl-pyridin-2-yl)-[1,3,4]oxadiazol-2-yl]-1,1,1-trifluoro-propan-2-olHCID 71515816(S)-2-[5-(3-Amino-4-isopropenyl-6-methoxy-5-trifluoromethyl-pyridin-2-yl)-[1,3,4]oxadiazol-2-yl]-1,1,1-trifluoro-propan-2-ol

Product 1

HCID 71515862(S)-2-[5-(3-Amino-4-isopropyl-6-methoxy-5-trifluoromethyl-pyridin-2-yl)-[1,3,4]oxadiazol-2-yl]-1,1,1-trifluoro-propan-2-ol

Procedure

The title compound was prepared from (S)-2-[5-(3-amino-4-isopropenyl-6-methoxy-5-trifluoromethyl-pyridin-2-yl)-[1,3,4]oxadiazol-2-yl]-1,1,1-trifluoro-propan-2-ol (Ex. 14.1) and prepared analogously to (S)-2-[5-(3-amino-4-ethyl-6-methoxy-5-trifluoromethyl-pyridin-2-yl)-[1,3,4]oxadiazol-2-yl]-1,1,1-trifluoro-propan-2-ol (Ex. 14.0 step 2);

Sources & evidence

ORD record
ord-e4b96ab9a8994cccbf2d23f2124b8ae0
Source dataset
uspto-grants-2015_05
Patent number
US09034879B2

Reaction notes

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