(2R)-1-aminopropan-2-ol → (R)-3-(4-(Trifluoromethyl)phenyl)-N-(2-hydroxypropyl)azetidine carboxamide

HRID 2307232Notes

Reaction equation

HRID 2307232 reaction equation
[F:1][C:2]([F:27])([F:26])[C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:12][N:11]([CH:13](C3C=CC=CC=3)C3C=CC=CC=3)[CH2:10]2)=[CH:5][CH:4]=1.[NH2:28][CH2:29][C@H:30]([OH:32])[CH3:31].C(C1C=CC(C2CN(C(NCC=C)=[O:48])C2)=CC=1)(C)(C)C>O>[F:27][C:2]([F:1])([F:26])[C:3]1[CH:4]=[CH:5][C:6]([CH:9]2[CH2:10][N:11]([C:13]([NH:28][CH2:29][C@H:30]([OH:32])[CH3:31])=[O:48])[CH2:12]2)=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 439938(2R)-1-aminopropan-2-olHCID 226054033-(4-tert-butylphenyl)-N-(2-propenyl)azetidine-1-carboxamideHCID 226054233-(4-(Trifluoromethyl)phenyl)-1-(diphenylmethyl)azetidine

Product 1

HCID 9839364(R)-3-(4-(Trifluoromethyl)phenyl)-N-(2-hydroxypropyl)azetidine carboxamide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

This compound was prepared from compound (32) and (R)-1-amino-2-propanol using the procedure described for compound (12). m.p. 107-108° C. Found: C, 54.78; H, 5.75; N, 9.01. C14H17F3N2O2.0.25 H2O requires C, 54.81; H. 5.71, N, 9.13%.

Sources & evidence

ORD record
ord-f64ebf06b614473fbb72850a7998431c
Source dataset
uspto-grants-2004_12
Patent number
US06831078B1

Reaction notes

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