Triethylamine → 3-Cyano-5-hydroxymethyl-4-(4-phenoxy-phenylamino)-pyrrolo[1,2-b]pyridazine-6-carboxylic Acid Ethyl Ester

A solution of compound 16B (84 mg, 0.30 mmol), 4-phenoxyaniline (72 mg, 0.39 mmol) and triethylamine (0.083 mL, 0.60 mmol) in THF (2.5 mL) was heated at 70° C. for 30 min. After cooled to room temperature, the reaction was concentrated to about 0.5 mL, diluted with MeOH (2 mL) and filtered. The solid was washed with MeOH and dried to give compound 16C as yellow solid (118 mg, 92%). HPLC: 92% at 2.12 min (retention time) (Prime Sphere 5u C18-HC column. 4.6×30 mm eluting with 10-90% MeOH/H2O over 2 minutes containing 0.1% TFA; 5 mL/min, monitoring at 220 nm). MS (ES): m/z 429.0 [M+H]+.

1. concentrationthe reaction was concentrated to about 0.5 mL
2. additiondiluted with MeOH (2 mL)
3. filtrationfiltered
4. washThe solid was washed with MeOH
5. customdried

ORDレコード

ord-f2cc6c7a9adf4adb9f14d7b13754ef82

出典データセット

uspto-grants-2006_04

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07030112B2