Methanol → HCID 131730057, compound

HRID 870320Notes

Reaction equation

HRID 870320 reaction equation
CO.[O:3]=[C:4]([N:18]1[CH2:23][CH2:22][N:21]2[C:24]([C:27]([F:30])([F:29])[F:28])=[N:25][N:26]=[C:20]2[CH2:19]1)[CH2:5][CH:6]([NH2:17])[CH2:7][C:8]1[CH:13]=[C:12]([F:14])[C:11]([F:15])=[CH:10][C:9]=1[F:16].[C:31]1([CH3:54])[CH:36]=[CH:35][C:34]([C@@:37]([C:51]([OH:53])=[O:52])([OH:50])[C@@:38]([C:43]2[CH:48]=[CH:47][C:46]([CH3:49])=[CH:45][CH:44]=2)([OH:42])[C:39]([OH:41])=[O:40])=[CH:33][CH:32]=1>O>[CH:13]1[C:8]([CH2:7][C@@H:6]([NH2:17])[CH2:5][C:4]([N:18]2[CH2:19][C:20]3=[N:26][N:25]=[C:24]([C:27]([F:30])([F:29])[F:28])[N:21]3[CH2:22][CH2:23]2)=[O:3])=[C:9]([F:16])[CH:10]=[C:11]([F:15])[C:12]=1[F:14].[C:31]1([CH3:54])[CH:36]=[CH:35][C:34]([C@@:37]([C:51]([O-:53])=[O:52])([OH:50])[C@@:38]([C:43]2[CH:48]=[CH:47][C:46]([CH3:49])=[CH:45][CH:44]=2)([OH:42])[C:39]([O-:41])=[O:40])=[CH:33][CH:32]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 113066913-Amino-1-(3-(trifluoromethyl)-5,6-dihydro(1,2,4)triazolo(4,3-a)pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)butan-1-oneHCID 15697366HCID 15697366, compound

Product 1

HCID 131730057HCID 131730057, compoundYield 66.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of methanol (390 mL), water (80 mL), 7-(1-oxo-3-amino-4-(2,4,5-trifluorophenyl)-butyl)-3-trifluoromethyl-5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-a]pyrazine (13 g), and di-p-tolyl-L-tartaric acid (13 g) is stirred for about 24 hours. The separated solid is filtered off, washed with ethanol (15 mL) and dried at about 45° C. to afford the title compound. (Yield: 66.3%; purity by HPLC: 99.93%)

Workup

  1. filtrationThe separated solid is filtered off
  2. washwashed with ethanol (15 mL)
  3. customdried at about 45° C.

Sources & evidence

ORD record
ord-f1bff794e37a4593ab7b75afed6b3081
Source dataset
uspto-grants-2015_03
Patent number
US08969558B2

Reaction notes

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