Methanol → HCID 69193918, compound

HRID 2116689Notes

Reaction equation

HRID 2116689 reaction equation
[NH2:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([CH2:9][C@@H:10]([NH:16][C:17]([N:19]2[CH2:24][CH2:23][CH:22]([N:25]3[CH2:31][CH2:30][C:29]4[CH:32]=[CH:33][CH:34]=[CH:35][C:28]=4[NH:27][C:26]3=[O:36])[CH2:21][CH2:20]2)=[O:18])[C:11]([O:13]CC)=[O:12])=[CH:4][C:3]=1[Cl:37].CO.C1COCC1.[OH-].[Li+]>O>[NH2:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([CH2:9][C@@H:10]([NH:16][C:17]([N:19]2[CH2:20][CH2:21][CH:22]([N:25]3[CH2:31][CH2:30][C:29]4[CH:32]=[CH:33][CH:34]=[CH:35][C:28]=4[NH:27][C:26]3=[O:36])[CH2:23][CH2:24]2)=[O:18])[C:11]([OH:13])=[O:12])=[CH:4][C:3]=1[Cl:37]

Participants

6

Reactant 4

HCID 887MethanolHCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 86602244HCID 86602244, compound

Product 1

HCID 69193918HCID 69193918, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
40 °C

Procedure

The mixture of 4.1 g (7.8 mmol) ethyl (R)-3-(4-amino-3-chloro-5-methyl-phenyl)-2-{[4-(2-oxo-1,2,4,5-tetrahydro-benzo[d][1,3]diazepin-3-yl)-piperidine-1-carbonyl]-amino}-propionate, 60 ml of methanol and 60 ml THF was combined with a solution of 1.5 g (36.8 mmol) lithium hydroxide in 30 ml of water and stirred for 20 hours at 40° C. The reaction mixture was evaporated down under reduced pressure, the residue was taken up in 50 ml of water and acidified by the addition of 2-molar hydrochloric acid solution. The resulting precipitate was suction filtered and dried at 35° C. in the circulating air dryer.

Workup

  1. customThe reaction mixture was evaporated down under reduced pressure
  2. additionacidified by the addition of 2-molar hydrochloric acid solution
  3. filtrationfiltered
  4. customdried at 35° C. in the circulating air dryer

Sources & evidence

ORD record
ord-6df7d6c1355a44f6af66c7f41a275d2c
Source dataset
uspto-grants-2008_10
Patent number
US07439237B2

Reaction notes

Loading…