Reaction #554837

ord-3d7f7fe57ced46aa97e3e69313194616

Reaction equation

CC1(C)CCNC1
3,3-dimethyl-pyrrolidine
COC(=O)c1nn(C)cc1NC(=O)c1nc(C2CC2)ccc1Nc1cncnc1
4-{[6-cyclopropyl-3-(pyrimidin-5-ylamino)-pyridine-2-carbonyl]-amino}-1-methyl-1H-pyrazole-3-carboxylic acid methyl ester
→
Cn1cc(NC(=O)c2nc(C3CC3)ccc2Nc2cncnc2)c(C(=O)N2CCC(C)(C)C2)n1
title compound
Yield 20.0%
Cn1cc(NC(=O)c2nc(C3CC3)ccc2Nc2cncnc2)c(C(=O)N2CCC(C)(C)C2)n1
6-Cyclopropyl-3-(pyrimidin-5-ylamino)-pyridine-2-carboxylic acid [3-(3,3-dimethyl-pyrrolidine-1-carbonyl)-1-methyl-1H-pyrazol-4-yl]-amide
Yield 20.0%

Reactants

CC1(C)CCNC1
3,3-dimethyl-pyrrolidine
COC(=O)c1nn(C)cc1NC(=O)c1nc(C2CC2)ccc1Nc1cncnc1
4-{[6-cyclopropyl-3-(pyrimidin-5-ylamino)-pyridine-2-carbonyl]-amino}-1-methyl-1H-pyrazole-3-carboxylic acid methyl ester

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

According to the general method described in step 5 of example 27, reaction of 3,3-dimethyl-pyrrolidine with 4-{[6-cyclopropyl-3-(pyrimidin-5-ylamino)-pyridine-2-carbonyl]-amino}-1-methyl-1H-pyrazole-3-carboxylic acid methyl ester provided the title compound (20%) as amorphous yellow solid.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08623866B2uspto-grants-2014_01