Trifluoroacetic acid → (S)-1-{4-[3-(4-Cyclopropylmethoxy-phenoxy)-azetidin-1-yl]-phenyl}-ethylamine

HRID 40509Notes

Reaction equation

HRID 40509 reaction equation
C(OC(=O)[NH:7][CH:8]([C:10]1[CH:15]=[CH:14][C:13]([N:16]2[CH2:19][CH:18]([O:20][C:21]3[CH:26]=[CH:25][C:24]([O:27][CH2:28][CH:29]4[CH2:31][CH2:30]4)=[CH:23][CH:22]=3)[CH2:17]2)=[CH:12][CH:11]=1)[CH3:9])(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH:29]1([CH2:28][O:27][C:24]2[CH:25]=[CH:26][C:21]([O:20][CH:18]3[CH2:17][N:16]([C:13]4[CH:12]=[CH:11][C:10]([C@@H:8]([NH2:7])[CH3:9])=[CH:15][CH:14]=4)[CH2:19]3)=[CH:22][CH:23]=2)[CH2:30][CH2:31]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86689011(1-{4-[3-(4-Cyclopropylmethoxy-phenoxy)-azetidin-1-yl]-phenyl}-ethyl)-carbamic acid tert-butyl ester

Product 1

HCID 86689012(S)-1-{4-[3-(4-Cyclopropylmethoxy-phenoxy)-azetidin-1-yl]-phenyl}-ethylamine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

130 mg (0.30 mmol) (1-{4-[3-(4-cyclopropylmethoxy-phenoxy)-azetidin-1-yl]-phenyl}-ethyl)-carbamic acid tert-butyl ester are added to 2 mL DCM and the mixture is cooled to 0° C. 0.03 mL TFA is added and stirring is continued for 1 h at 0° C. The solution as such is used directly for subsequent reactions.

Sources & evidence

ORD record
ord-24974738b50841588541457f1be06b46
Source dataset
uspto-grants-2013_09
Patent number
US08530461B2

Reaction notes

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