6-(4-Ethylpiperazin-1-yl)pyridin-3-amine → N-Cyclopropyl-3-(2-(6-(4-ethylpiperazin-1-yl)pyridin-3-ylamino)thieno[3,2-d]pyrimidin-7-yl)benzamide

HRID 2042221Notes

Reaction equation

HRID 2042221 reaction equation
Cl[C:2]1[N:3]=[CH:4][C:5]2[S:10][CH:9]=[C:8]([C:11]3[CH:12]=[C:13]([CH:20]=[CH:21][CH:22]=3)[C:14]([NH:16][CH:17]3[CH2:19][CH2:18]3)=[O:15])[C:6]=2[N:7]=1.[CH2:23]([N:25]1[CH2:30][CH2:29][N:28]([C:31]2[N:36]=[CH:35][C:34]([NH2:37])=[CH:33][CH:32]=2)[CH2:27][CH2:26]1)[CH3:24]>>[CH:17]1([NH:16][C:14](=[O:15])[C:13]2[CH:20]=[CH:21][CH:22]=[C:11]([C:8]3[C:6]4[N:7]=[C:2]([NH:37][C:34]5[CH:35]=[N:36][C:31]([N:28]6[CH2:29][CH2:30][N:25]([CH2:23][CH3:24])[CH2:26][CH2:27]6)=[CH:32][CH:33]=5)[N:3]=[CH:4][C:5]=4[S:10][CH:9]=3)[CH:12]=2)[CH2:19][CH2:18]1

Participants

3

Reactant 2

HCID 91616746-(4-Ethylpiperazin-1-yl)pyridin-3-amineHCID 866732203-(2-chlorothieno[3,2-d]pyrimidin-7-yl)-N-cyclopropylbenzamide

Product 1

HCID 52931892N-Cyclopropyl-3-(2-(6-(4-ethylpiperazin-1-yl)pyridin-3-ylamino)thieno[3,2-d]pyrimidin-7-yl)benzamideYield 51.1%

Procedure

N-Cyclopropyl-3-(2-(6-(4-ethylpiperazin-1-yl)pyridin-3-ylamino)thieno[3,2-d]pyrimidin-7-yl)benzamide (23 mg, 50% yield) was prepared in the same manner as Step 10 of Example 1 using 3-(2-chlorothieno[3,2-d]pyrimidin-7-yl)-N-cyclopropylbenzamide (30 mg, 0.09 mmol) and 6-(4-ethylpiperazin-1-yl)pyridin-3-amine (28 mg, 0.14 mmol).

Sources & evidence

ORD record
ord-fd8c51339903413197a70611545c50be
Source dataset
uspto-grants-2013_11
Patent number
US08586580B2

Reaction notes

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