Diisopropylethylamine → N-[5-({7-[(1R)-1-methyl-2-(tetrahydro-2H-pyran-2-yloxy)ethyl]-7H-pyrrolo[2,3-d]pyrimidin-5-yl}carbonyl)pyridin-3-yl]-2-(4-isopropyl-1H-1,2,3-triazol-1-yl)acetamide

HRID 82205Notes

Reaction equation

HRID 82205 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C:8]([C:10]2[C:18]3[CH:17]=[N:16][CH:15]=[N:14][C:13]=3[N:12]([C@H:19]([CH3:28])[CH2:20][O:21][CH:22]3[CH2:27][CH2:26][CH2:25][CH2:24][O:23]3)[CH:11]=2)=[O:9])[CH:5]=[N:6][CH:7]=1.[CH:29]([C:32]1[N:33]=[N:34][N:35]([CH2:37][C:38](O)=[O:39])[CH:36]=1)([CH3:31])[CH3:30].CCN(C(C)C)C(C)C>>[CH3:28][C@@H:19]([N:12]1[C:13]2[N:14]=[CH:15][N:16]=[CH:17][C:18]=2[C:10]([C:8]([C:4]2[CH:3]=[C:2]([NH:1][C:38](=[O:39])[CH2:37][N:35]3[CH:36]=[C:32]([CH:29]([CH3:30])[CH3:31])[N:33]=[N:34]3)[CH:7]=[N:6][CH:5]=2)=[O:9])=[CH:11]1)[CH2:20][O:21][CH:22]1[CH2:27][CH2:26][CH2:25][CH2:24][O:23]1

Participants

4

Reactant 3

HCID 81531DiisopropylethylamineHCID 185244422-(4-Isopropyl-1H-1,2,3-triazol-1-yl)acetic acidHCID 70817116(5-Aminopyridin-3-yl){7-[(1R)-1-methyl-2-(tetrahydro-2H-pyran-2-yloxy)ethyl]-7H-pyrrolo[2,3-d]pyrimidin-5-yl}methanone

Product 1

HCID 70817659N-[5-({7-[(1R)-1-methyl-2-(tetrahydro-2H-pyran-2-yloxy)ethyl]-7H-pyrrolo[2,3-d]pyrimidin-5-yl}carbonyl)pyridin-3-yl]-2-(4-isopropyl-1H-1,2,3-triazol-1-yl)acetamide

Procedure

Prepared according to the method described above for Example 1, using (5-aminopyridin-3-yl){7-[(1R)-1-methyl-2-(tetrahydro-2H-pyran-2-yloxy)ethyl]-7H-pyrrolo[2,3-d]pyrimidin-5-yl}methanone (Preparation 36) and (4-isopropyl-1H-1,2,3-triazol-1-yl)acetic acid with DIPEA as base.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-b350cd516d3b485d87c891859cd0e254
Source dataset
uspto-grants-2014_09
Patent number
US08846698B2

Reaction notes

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