Step 1: Synthesis of (6-(trifluoromethyl)pyridin-3-yl)methanol (compound 2) (Scheme 6)

MF Mengyang Fan
WL Wenchao Lu
JC Jianwei Che
NK Nicholas P Kwiatkowski
YG Yang Gao
HS Hyuk-Soo Seo
SF Scott B Ficarro
PG Prafulla C Gokhale
YL Yao Liu
EG Ezekiel A Geffken
JL Jimit Lakhani
KS Kijun Song
MK Miljan Kuljanin
WJ Wenzhi Ji
JJ Jie Jiang
ZH Zhixiang He
JT Jason Tse
AB Andrew S Boghossian
MR Matthew G Rees
MR Melissa M Ronan
JR Jennifer A Roth
JM Joseph D Mancias
JM Jarrod A Marto
SD Sirano Dhe-Paganon
TZ Tinghu Zhang
NG Nathanael S Gray
DP Duojia Pan
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A mixture of 6-(trifluoromethyl)nicotinaldehyde (170 mg, 1 mmol) and NaBH4 (76 mg, 2 mmol) in MeOH (3 mL) was stirred at 0 °C for 3 hr. The reaction mixture was concentrated in vacuum, the residue was extracted with ethyl acetate (60 mL), washed with water (40 mL), dried over anhydrous Na2SO4, filtered and concentrated to leave the crude product (150 mg, yield 84%) as oil, which was used directly in the next step. LC-MS (ESI) m/z: 178[M+H]+.

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