5-(Piperidin-4-yl)-3-(quinolin-3-yl)pyrazolo[1,5-a]pyrimidin-7-amine → tert-Butyl 2-(4-(7-amino-3-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidin-5-yl)piperidin-1-yl)acetate

HRID 2047116Notes

Reaction equation

HRID 2047116 reaction equation
[NH2:1][C:2]1[N:7]2[N:8]=[CH:9][C:10]([C:11]3[CH:12]=[N:13][C:14]4C([CH:20]=3)=CC=CC=4)=[C:6]2[N:5]=[C:4]([CH:21]2[CH2:26][CH2:25][N:24]([CH2:27][C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH2:23][CH2:22]2)[CH:3]=1.C[N:36]1C=C(C2C=NN3C(N)=CC(C4CCNCC4)=NC=23)C=N1.N1CCC(C2C=C(N)N3N=CC(C4C=NC5C(C=4)=CC=CC=5)=C3N=2)CC1>>[NH2:1][C:2]1[N:7]2[N:8]=[CH:9][C:10]([C:11]3[CH:20]=[N:36][N:13]([CH3:14])[CH:12]=3)=[C:6]2[N:5]=[C:4]([CH:21]2[CH2:26][CH2:25][N:24]([CH2:27][C:28]([O:30][C:31]([CH3:32])([CH3:34])[CH3:33])=[O:29])[CH2:23][CH2:22]2)[CH:3]=1

Participants

4

Procedure

tert-Butyl 2-(4-(7-amino-3-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyrimidin-5-yl)piperidin-1-yl)acetate was synthesized in a manner similar to the synthesis of tert-butyl 2-(4-(7-amino-3-(quinolin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)piperidin-1-yl)acetate, but with 3-(1-methyl-1H-pyrazol-4-yl)-5-(piperidin-4-yl)pyrazolo[1,5-a]pyrimidin-7-amine substituted for 5-(piperidin-4-yl)-3-(quinolin-3-yl)pyrazolo[1,5-a]pyrimidin-7-amine.

Sources & evidence

ORD record
ord-ff24ac6420aa4289905d29a6965f96c6
Source dataset
uspto-grants-2013_11
Patent number
US08591943B2

Reaction notes

Loading…