Diisopropylethylamine → Tert-butyl (4-{[(6-chloropyrimidin-4-yl)carbonyl]amino}benzyl)carbamate

To a cooled (0° C.) solution of 6-chloropyrimidine-4-carbonyl chloride in DCM (30 mL), obtained as described above for Intermediate 7, step 1 (1.43 g; 8.10 mmol) was added dropwise, during a period of 15 minutes, a solution of (4-amino-benzyl)-carbamic acid tert-butyl ester (Astatech, 1.50 g; 6.75 mmol) and DIEA (2.33 ml; 13.5 mmol) in DCM (5 mL). At the end of addition the reaction mixture was concentrated in vacuo, diluted with water and extracted with EtOAc. The resulting precipitate was filtered and dried under vacuum. The mother liquors were dried on MgSO4, concentrated under vacuum to give a residue, which was precipitated from cyclohexane. The two solids were combined to give the title compound as a brown solid.

1. customobtained
2. additionwas added dropwise, during a period of 15 minutes
3. additionAt the end of addition the reaction mixture
4. concentrationwas concentrated in vacuo
5. additiondiluted with water
6. extractionextracted with EtOAc
7. filtrationThe resulting precipitate was filtered
8. customdried under vacuum
9. customThe mother liquors were dried on MgSO4
10. concentrationconcentrated under vacuum
11. customto give a residue, which
12. customwas precipitated from cyclohexane

ORD 기록

ord-88b2f155075c41a8b77e561f108d2152

출처 데이터셋

uspto-grants-2013_03

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08399448B2