{2-amino-7-[1,1-dimethyl-2-(tetrahydro-2H-pyran-2-yloxy)ethyl]-7H-pyrrolo[2,3-d]pyrimidin-5-yl}(5-aminopyridin-3-yl)methanone → N-{5-[2-Amino-7-(2-hydroxy-1,1-dimethyl-ethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl]-pyridin-3-yl}-2-(4-cyclopropyl-pyrazol-1-yl)-acetamide

HRID 82135Notes

Reaction equation

HRID 82135 reaction equation
[NH2:1][C:2]1[N:3]=[CH:4][C:5]2[C:10]([C:11]([C:13]3[CH:14]=[N:15][CH:16]=[C:17]([NH2:19])[CH:18]=3)=[O:12])=[CH:9][N:8]([C:20]([CH3:30])([CH3:29])[CH2:21][O:22]C3CCCCO3)[C:6]=2[N:7]=1.[CH:31]1([C:34]2[CH:35]=[N:36][N:37]([CH2:39][C:40](O)=[O:41])[CH:38]=2)[CH2:33][CH2:32]1>>[NH2:1][C:2]1[N:3]=[CH:4][C:5]2[C:10]([C:11]([C:13]3[CH:18]=[C:17]([NH:19][C:40](=[O:41])[CH2:39][N:37]4[CH:38]=[C:34]([CH:31]5[CH2:32][CH2:33]5)[CH:35]=[N:36]4)[CH:16]=[N:15][CH:14]=3)=[O:12])=[CH:9][N:8]([C:20]([CH3:29])([CH3:30])[CH2:21][OH:22])[C:6]=2[N:7]=1

Participants

3

Reactant 2

HCID 70817708{2-amino-7-[1,1-dimethyl-2-(tetrahydro-2H-pyran-2-yloxy)ethyl]-7H-pyrrolo[2,3-d]pyrimidin-5-yl}(5-aminopyridin-3-yl)methanoneHCID 847316142-(4-Cyclopropyl-1H-pyrazol-1-yl)acetic acid

Product 1

HCID 70817550N-{5-[2-Amino-7-(2-hydroxy-1,1-dimethyl-ethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonyl]-pyridin-3-yl}-2-(4-cyclopropyl-pyrazol-1-yl)-acetamide

Procedure

The title compound was prepared according to the method described for Example 1 using {2-amino-7-[1,1-dimethyl-2-(tetrahydro-pyran-2-yloxy)-ethyl]-7H-pyrrolo[2,3-d]pyrimidin-5-yl}-(5-amino-pyridin-3-yl)-methanone (Preparation 49) and (4-Cyclopropyl-pyrazol-1-yl)-acetic acid to afford the title compound as a white solid in 72% yield, 16.5 mg.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-eb056b99beae4420968498d1f774c7fa
Source dataset
uspto-grants-2014_09
Patent number
US08846698B2

Reaction notes

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