3-amino-N,N-dimethylbenzylamine → 2-Phenyl-N-(3-{3-[2-(phenylamino)-4-pyrimidinyl]pyrazolo[1,5-a]pyridin-2-yl}phenyl)acetamide

HRID 1157545Notes

Reaction equation

HRID 1157545 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]2[C:9]([C:17]3[CH:18]=[C:19]([NH:23][C:24](=[O:29])[C:25](F)(F)F)[CH:20]=[CH:21][CH:22]=3)=[N:10][N:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=23)[CH:5]=[CH:4][N:3]=1.CN(C[C:34]1[CH:35]=[C:36]([CH:38]=[CH:39][CH:40]=1)[NH2:37])C>>[C:17]1([CH2:25][C:24]([NH:23][C:19]2[CH:20]=[CH:21][CH:22]=[C:17]([C:9]3[C:8]([C:6]4[CH:5]=[CH:4][N:3]=[C:2]([NH:37][C:36]5[CH:35]=[CH:34][CH:40]=[CH:39][CH:38]=5)[N:7]=4)=[C:12]4[CH:13]=[CH:14][CH:15]=[CH:16][N:11]4[N:10]=3)[CH:18]=2)=[O:29])[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Participants

3

Reactant 2

HCID 992943-amino-N,N-dimethylbenzylamineHCID 59513717N-{3-[3-(2-chloro-4-pyrimidinyl)pyrazolo[1,5-a]pyridin-2-yl]phenyl}-2,2,2-trifluoroacetamide

Product 1

HCID 577372562-Phenyl-N-(3-{3-[2-(phenylamino)-4-pyrimidinyl]pyrazolo[1,5-a]pyridin-2-yl}phenyl)acetamideYield 78%

Procedure

The title compound was prepared from N-{3-[3-(2-chloro-4-pyrimidinyl)pyrazolo[1,5-a]pyridin-2-yl]phenyl}-2,2,2-trifluoroacetamide (see Example 1, Step C) and 3-(dimethylaminomethyl)aniline using displacement conditions described in Example 1, Step D to generate the product in 78% yield. ES-LC/MS m/z=532 [M+H]+.

Sources & evidence

ORD record
ord-25fad6113fb1450bb271be1f76b01a48
Source dataset
uspto-grants-2010_10
Patent number
US07807673B2

Reaction notes

Loading…