Sodium Bicarbonate → 2-~{tert}-Butyl-4-(3-Methoxypropylamino)-~{n}-(2-Methylpropyl)-~{n}-[(3~{s},5~{r})-5-Morpholin-4-Ylcarbonylpiperidin-3-Yl]pyrimidine-5-Carboxamide

HRID 2192855Notes

Reaction equation

HRID 2192855 reaction equation
Cl.Cl.[C:3]([C:7]1[N:12]=[C:11]([NH:13][CH2:14][CH2:15][CH2:16][O:17][CH3:18])[C:10]([C:19]([N:21]([CH2:36][CH:37]([CH3:39])[CH3:38])[C@H:22]2[CH2:27][C@@H:26]([C:28]([N:30]3[CH2:35][CH2:34][O:33][CH2:32][CH2:31]3)=[O:29])[CH2:25][NH:24][CH2:23]2)=[O:20])=[CH:9][N:8]=1)([CH3:6])([CH3:5])[CH3:4].C(=O)([O-])O.[Na+]>O>[C:3]([C:7]1[N:12]=[C:11]([NH:13][CH2:14][CH2:15][CH2:16][O:17][CH3:18])[C:10]([C:19]([N:21]([CH2:36][CH:37]([CH3:39])[CH3:38])[C@H:22]2[CH2:27][C@@H:26]([C:28]([N:30]3[CH2:35][CH2:34][O:33][CH2:32][CH2:31]3)=[O:29])[CH2:25][NH:24][CH2:23]2)=[O:20])=[CH:9][N:8]=1)([CH3:5])([CH3:6])[CH3:4]

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 684312932-tert-butyl-4-[(3-methoxypropyl)amino]-N-(2-methylpropyl)-N-[(3S,5R)-5-(morpholin-4-ylcarbonyl)piperidin-3-yl]pyrimidine-5-carboxamide dihydrochloride

Product 1

HCID 252424382-~{tert}-Butyl-4-(3-Methoxypropylamino)-~{n}-(2-Methylpropyl)-~{n}-[(3~{s},5~{r})-5-Morpholin-4-Ylcarbonylpiperidin-3-Yl]pyrimidine-5-CarboxamideYield 95%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-tert-Butyl-4-[(3-methoxypropyl)amino]-N-(2-methylpropyl)-N-[(3S,5R)-5-(morpholin-4-ylcarbonyl)piperidin-3-yl]pyrimidine-5-carboxamide dihydrochloride (2.58 g) was suspended in water (100 ml), saturated aqueous sodium hydrogen carbonate was added, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give the object compound (2.15 g).

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. dry with materialThe extract was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-132970f8d6924ce6af2a9fe950487d58
Source dataset
uspto-grants-2012_12
Patent number
US08329691B2

Reaction notes

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