N-{3-[3-(2-{[3-(1,3-Oxazol-5-yl)phenyl]amino}-4-pyrimidinyl)pyrazolo[1,5-a]pyridin-2-yl]phenyl}-2-(2-thienyl)acetamide → N-{3-[3-(2-{[3-(4-Methyl-1,3-oxazol-5-yl)phenyl]amino}pyrimidin-4-yl)pyrazolo[1,5-a]pyridin-2-yl]phenyl}-2-(2-thienyl)acetamide

HRID 1157617Notes

Reaction equation

HRID 1157617 reaction equation
[O:1]1[C:5]([C:6]2[CH:7]=[C:8]([NH:12][C:13]3[N:18]=[C:17]([C:19]4[C:20]([C:28]5[CH:29]=[C:30]([NH:34][C:35](=[O:42])[CH2:36][C:37]6[S:38][CH:39]=[CH:40][CH:41]=6)[CH:31]=[CH:32][CH:33]=5)=[N:21][N:22]5[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=45)[CH:16]=[CH:15][N:14]=3)[CH:9]=[CH:10][CH:11]=2)=[CH:4][N:3]=[CH:2]1.[CH3:43]C1N=COC=1C1C=C(C=CC=1)N>>[CH3:43][C:4]1[N:3]=[CH:2][O:1][C:5]=1[C:6]1[CH:7]=[C:8]([NH:12][C:13]2[N:18]=[C:17]([C:19]3[C:20]([C:28]4[CH:29]=[C:30]([NH:34][C:35](=[O:42])[CH2:36][C:37]5[S:38][CH:39]=[CH:40][CH:41]=5)[CH:31]=[CH:32][CH:33]=4)=[N:21][N:22]4[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=34)[CH:16]=[CH:15][N:14]=2)[CH:9]=[CH:10][CH:11]=1

Participants

3

Reactant 2

HCID 57737194N-{3-[3-(2-{[3-(1,3-Oxazol-5-yl)phenyl]amino}-4-pyrimidinyl)pyrazolo[1,5-a]pyridin-2-yl]phenyl}-2-(2-thienyl)acetamideHCID 59511420HCID 59511420, compound

Product 1

HCID 16749909N-{3-[3-(2-{[3-(4-Methyl-1,3-oxazol-5-yl)phenyl]amino}pyrimidin-4-yl)pyrazolo[1,5-a]pyridin-2-yl]phenyl}-2-(2-thienyl)acetamide

Procedure

The title compound was synthesized from N-{3-[3-(2-chloro-4-pyrimidinyl)pyrazolo[1,5-a]pyridin-2-yl]phenyl}-2-(2-thienyl)acetamide (see Example 2, step B) and 3-(4-methyl-1,3-oxazol-5-yl)aniline following the protocol described in Example 2, step E. The reaction formed a suspension on cooling to rt. The suspension was filtered and provided the title compound in 81% yield.

Workup

  1. customThe reaction formed a suspension
  2. filtrationThe suspension was filtered

Sources & evidence

ORD record
ord-5f972687d7ed480aaf9512411bdccbb6
Source dataset
uspto-grants-2010_10
Patent number
US07807673B2

Reaction notes

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