Sodium Hydroxide → 3-[(4-{2-[Bis-(4-methoxy-benzyl)-amino]-pyrimidin-5-yl}-2-morpholin-4-yl-5,6-dihydro-pyrrolo[2,3-d]pyrimidine-7-carbonyl)-amino]-propionic acid

HRID 912177Notes

Reaction equation

HRID 912177 reaction equation
C([O:3][C:4](=[O:50])[CH2:5][CH2:6][NH:7][C:8]([N:10]1[C:14]2[N:15]=[C:16]([N:44]3[CH2:49][CH2:48][O:47][CH2:46][CH2:45]3)[N:17]=[C:18]([C:19]3[CH:20]=[N:21][C:22]([N:25]([CH2:35][C:36]4[CH:41]=[CH:40][C:39]([O:42][CH3:43])=[CH:38][CH:37]=4)[CH2:26][C:27]4[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[CH:29][CH:28]=4)=[N:23][CH:24]=3)[C:13]=2[CH2:12][CH2:11]1)=[O:9])C.[OH-].[Na+]>C1COCC1>[CH3:34][O:33][C:30]1[CH:29]=[CH:28][C:27]([CH2:26][N:25]([CH2:35][C:36]2[CH:37]=[CH:38][C:39]([O:42][CH3:43])=[CH:40][CH:41]=2)[C:22]2[N:23]=[CH:24][C:19]([C:18]3[C:13]4[CH2:12][CH2:11][N:10]([C:8]([NH:7][CH2:6][CH2:5][C:4]([OH:50])=[O:3])=[O:9])[C:14]=4[N:15]=[C:16]([N:44]4[CH2:49][CH2:48][O:47][CH2:46][CH2:45]4)[N:17]=3)=[CH:20][N:21]=2)=[CH:32][CH:31]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 592442323-[(4-{2-[Bis-(4-methoxy-benzyl)-amino]-pyrimidin-5-yl}-2-morpholin-4-yl-5,6-dihydro-pyrrolo[2,3-d]pyrimidine-7-carbonyl)-amino]-propionic acid ethyl ester

Product 1

HCID 592446103-[(4-{2-[Bis-(4-methoxy-benzyl)-amino]-pyrimidin-5-yl}-2-morpholin-4-yl-5,6-dihydro-pyrrolo[2,3-d]pyrimidine-7-carbonyl)-amino]-propionic acidYield 97.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a THF solution (3 ml) of 3-[(4-{2-[bis-(4-methoxy-benzyl)-amino]-pyrimidin-5-yl}-2-morpholin-4-yl-5,6-dihydro-pyrrolo[2,3-d]pyrimidine-7-carbonyl)-amino]-propionic acid ethyl ester (84 mg) obtained in Step A in Example 1-D-30, 5M-NaOH aqueous solution (1.5 ml) was added, followed by refluxing for 1 hour. The resulting solid was filtered, to obtain a crude product of the desired compound (78.2 mg, 97%)

Workup

  1. temperatureby refluxing for 1 hour
  2. filtrationThe resulting solid was filtered

Sources & evidence

ORD record
ord-4f03846ddf314a848139259a56535c03
Source dataset
uspto-grants-2011_09
Patent number
US08022205B2

Reaction notes

Loading…