Sodium triacetoxyborohydride → n-Cyclopropyl-2,4-difluoro-5-((2-phenyl-1h-pyrrolo[2,3-b]pyridin-5-yl)methylamino)benzamide

To a solution of compound D of Example 1 (22 mg, 0.1 mmol), in a mixture of acetic acid and dichloromethane (1:1, 1 mL) were added 5-amino-N-cyclopropyl-2,4-difluorobenzamide (30 mg, 0.15 mmol) and NaBH(OAc)3 (30 mg, 0.2 mmol). The mixture was stirred at RT for 1 h. The reaction mixture was concentrated and the residue was purified by preparative RP HPLC. The appropriate fractions were collected and concentrated to remove methanol and saturated solution of NaHCO3 was added to precipitate out the desired product. The solid was filtered and dried in vacuo to give the title compound (6.5 mg) as a solid. LC/MS; (M+H)+=419.2

1. concentrationThe reaction mixture was concentrated
2. customthe residue was purified by preparative RP HPLC
3. customThe appropriate fractions were collected
4. concentrationconcentrated
5. customto remove methanol and saturated solution of NaHCO3
6. additionwas added
7. customto precipitate out the desired product
8. filtrationThe solid was filtered
9. customdried in vacuo

ORD record

ord-6a9ce568bfd540ca991434a3c8a65bcb

Source dataset

uspto-grants-2012_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08148361B2