Trifluoroacetate → 4-{2-[1-(2,6-Dimethyl-benzyl)-cyclopropylamino]-1-hydroxy-ethyl}-2-hydroxymethyl-phenol

HRID 29849Notes

Reaction equation

HRID 29849 reaction equation
C([O:8][C:9]1[CH:18]=[CH:17][C:16]([C:19](=[O:25])[CH:20](OCC)O)=[CH:15][C:10]=1[C:11]([O:13]C)=O)C1C=CC=CC=1.[CH3:26][C:27]1[CH:37]=[CH:36][CH:35]=[C:34]([CH3:38])[C:28]=1[CH2:29][C:30]1([NH2:33])[CH2:32][CH2:31]1.FC(F)(F)C([O-])=O>>[CH3:26][C:27]1[CH:37]=[CH:36][CH:35]=[C:34]([CH3:38])[C:28]=1[CH2:29][C:30]1([NH:33][CH2:20][CH:19]([C:16]2[CH:17]=[CH:18][C:9]([OH:8])=[C:10]([CH2:11][OH:13])[CH:15]=2)[OH:25])[CH2:32][CH2:31]1

Participants

4

Reactant 3

HCID 84468TrifluoroacetateHCID 231061061-[(2,6-Dimethylphenyl)methyl]cyclopropan-1-amineHCID 68858509Methyl benzyloxy-5-(2-ethoxy-2-hydroxy-acetyl)-benzoate

Product 1

HCID 116530394-{2-[1-(2,6-Dimethyl-benzyl)-cyclopropylamino]-1-hydroxy-ethyl}-2-hydroxymethyl-phenol

Procedure

Prepared according to general method 5 from 344 mg (1 mmol) methyl 2-benzyloxy-5-(2-ethoxy-2-hydroxy-acetyl)-benzoate and 175 mg (1 mmol) 1-(2,6-dimethyl-benzyl)-cyclopropylamine. Yield: 64 mg (14%, trifluoroacetate); mass spectroscopy: [M+H]+=342.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-17e42e3fb9df45a5a5b9f26dc1016574
Source dataset
uspto-grants-2008_09
Patent number
US07423035B2

Reaction notes

Loading…