Methyl Acetate → HCID 68863785, compound

HRID 229100

Reaction equation

HRID 229100 reaction equation
[C:1]1([CH:7]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH2:8][NH:9][CH2:10][C@@H:11]([CH3:24])[CH2:12][O:13][C:14]2[CH:15]=[C:16]([CH2:20][C:21]([OH:23])=[O:22])[CH:17]=[CH:18][CH:19]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:31][C:32]1[N:37]=[C:36]([CH:38]=O)[CH:35]=[CH:34][CH:33]=1.COC(=O)C.[Cl:45]C1C(C(F)(F)F)=CC=CC=1C=O.Cl.CCOCC>CCOCC>[ClH:45].[CH3:38][C:36]1[N:37]=[C:32]([CH2:31][N:9]([CH2:8][CH:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH2:10][C@@H:11]([CH3:24])[CH2:12][O:13][C:14]2[CH:15]=[C:16]([CH2:20][C:21]([OH:23])=[O:22])[CH:17]=[CH:18][CH:19]=2)[CH:33]=[CH:34][CH:35]=1

Participants

7

Reactant 5

HCID 6584Methyl AcetateHCID 707376-Methyl-2-pyridinecarboxaldehydeHCID 27366722-Chloro-3-(trifluoromethyl)benzaldehydeHCID 10953452Ether hydrochlorideHCID 68862792(R)-2-(3-{3-[(2,2-diphenylethyl)amino]2-methyl-propoxy}phenyl)acetic acid

Product 1

HCID 68863785HCID 68863785, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Following the procedure of Example 7(d) except (R)-2-(3-{3-[(2,2-diphenylethyl)amino]2-methyl-propoxy}-phenyl)acetic acid and 6-methyl-2-pyridinecarboxaldehyde were used instead of (R)-2-(3-{3-(2,2-diphenylethyl)amino]-3-methyl-propoxy}phenyl)acetic acid methyl ester and 2-chloro-3-trifluoromethylbenzaldehyde in step (d) the corresponding carboxylic acid was obtained. The resulting amine/carboxylic acid was dissolved in Et2O (diethylether) and acidified with 1.0 M HCl/Et2O. The reaction mixture was concentrated in vacuo and dried under reduced pressure to give the title compound as a white solid, 89 mg (95%). MS (ESI) 509.4 (M+H+).

Workup

  1. customwas obtained
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-3fd52f9b388045c7a33bc72b36a31676
Source dataset
uspto-grants-2009_07
Patent number
US07560586B2

Linked notes

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