Methylamine → racemic 2-{5-[(5-{[(4-Chlorophenyl)acetyl]amino}pyridin-3-yl)carbonyl]-7H-pyrrolo[2,3-d]pyrimidin-7-yl}-N-methylpropanamide

HRID 82091Notes

Reaction equation

HRID 82091 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([NH:11][C:12]2[CH:13]=[C:14]([C:18]([C:20]3[C:28]4[CH:27]=[N:26][CH:25]=[N:24][C:23]=4[N:22]([CH:29]([CH3:33])[C:30](O)=[O:31])[CH:21]=3)=[O:19])[CH:15]=[N:16][CH:17]=2)=[O:10])=[CH:4][CH:3]=1.[CH3:34][NH2:35]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([NH:11][C:12]2[CH:13]=[C:14]([C:18]([C:20]3[C:28]4[CH:27]=[N:26][CH:25]=[N:24][C:23]=4[N:22]([CH:29]([CH3:33])[C:30]([NH:35][CH3:34])=[O:31])[CH:21]=3)=[O:19])[CH:15]=[N:16][CH:17]=2)=[O:10])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 6329MethylamineHCID 70817596HCID 70817596, compound

Product 1

HCID 70817569racemic 2-{5-[(5-{[(4-Chlorophenyl)acetyl]amino}pyridin-3-yl)carbonyl]-7H-pyrrolo[2,3-d]pyrimidin-7-yl}-N-methylpropanamide

Procedure

The title compound was prepared according to the method described for Example 34 at 50° C. using 2-{5-[(5-{[(4-chlorophenyl)acetyl]amino}pyridin-3-yl)carbonyl]-7H-pyrrolo[2,3-d]pyrimidin-7-yl}propanoic acid (Example 354) and methylamine. Purification was accomplished by preparative HPLC (method 1) to afford the title compound.

Workup

  1. customThe title compound was prepared
  2. customdescribed for Example 34 at 50° C.
  3. customPurification

Sources & evidence

ORD record
ord-14df202892554bf4b7ea80ea4460ad96
Source dataset
uspto-grants-2014_09
Patent number
US08846698B2

Reaction notes

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