D-Tartaric acid → HCID 69031901, compound

HRID 218356Notes

Reaction equation

HRID 218356 reaction equation
[CH3:1][C@H:2]1[CH2:7][O:6][CH2:5][CH2:4][N:3]1[C:8]1[N:9]=[C:10]([N:28]2[CH2:33][CH2:32][O:31][CH2:30][C@@H:29]2[CH3:34])[C:11]2[CH:17]=[CH:16][C:15]([C:18]3[CH:19]=[CH:20][C:21]([O:26][CH3:27])=[C:22]([CH2:24][OH:25])[CH:23]=3)=[N:14][C:12]=2[N:13]=1.[C:35]([OH:44])(=[O:43])[C@H:36]([C@@H:38]([C:40]([OH:42])=[O:41])[OH:39])[OH:37]>>[C:40]([C@H:38]([C@@H:36]([C:35]([OH:44])=[O:43])[OH:37])[OH:39])([OH:42])=[O:41].[CH3:1][C@H:2]1[CH2:7][O:6][CH2:5][CH2:4][N:3]1[C:8]1[N:9]=[C:10]([N:28]2[CH2:33][CH2:32][O:31][CH2:30][C@@H:29]2[CH3:34])[C:11]2[CH:17]=[CH:16][C:15]([C:18]3[CH:19]=[CH:20][C:21]([O:26][CH3:27])=[C:22]([CH2:24][OH:25])[CH:23]=3)=[N:14][C:12]=2[N:13]=1

Participants

3

Reactant 2

HCID 439655D-Tartaric acidHCID 25262965AZD 8055

Product 1

HCID 69031901HCID 69031901, compound

Procedure

(5-{2,4-Bis[(3S)-3-methylmorpholin-4-yl]pyrido[2,3-d]pyrimidin-7-yl}-2-methoxyphenyl)methanol (1.50 g (96% w/w, 3.1 mmoles), D-tartaric Acid (0.51 g, 3.4 mmoles) and methylated spirit industrial 74 O.P. (15.0 ml) were charged to a 100 ml reactor and heated to reflux. Product began to precipitate. On cooling more product precipitated. Product was isolated, washed with methylated spirit industrial 74 O.P. and dried in vacuum oven at 50 C for 4 h to yield 1.98 g of (5-{2,4-Bis[(3S)-3-methylmorpholin-4-yl]pyrido[2,3-d]pyrimidin-7-yl}-2-methoxyphenyl)methanol D-Tartrate as a yellow solid.

Workup

  1. addition(15.0 ml) were charged to a 100 ml reactor
  2. temperatureheated to reflux
  3. customto precipitate
  4. temperatureOn cooling more product
  5. customprecipitated
  6. customProduct was isolated
  7. washwashed with methylated spirit industrial 74 O.P
  8. customand dried in vacuum oven at 50 C for 4 h

Sources & evidence

ORD record
ord-4e1ed4ceb435415093405d316ac36221
Source dataset
uspto-grants-2012_06
Patent number
US08198441B2

Reaction notes

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