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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2218412Generated: November 2, 2026

Chlorotrimethylsilane → HCID 178427949, compound

https://huagongshe.com/reaction/2218412

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorotrimethylsilaneHCID 6397—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantN-(tert-Butoxycarbonyl)-D-prolinalHCID 7009153—
ReactantHCID 178427951HCID 178427951—
SolventAcetic AcidHCID 176—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 178427949HCID 178427949—

Reaction Steps

2-Amino-5-(6-chloro-7-methyl-3H-imidazo[4,5-b]pyridin-2-yl)phenol (Example 249) (0.050 g, 0.18 mmol) and tert-butyl (2R)-2-formylpyrrolidine-1-carboxylate (0.036 g, 0.18 mmol) were dissolved in NMP (1.0 ml) and acetic acid (0.10 ml). TMSCl (0.046 ml, 0.36 mmol) and NaBH(OAc)3 (0.072 g, 0.36 mmol) were added and the mixture stirred overnight. The crude mixture was purified by HPLC-C18 giving the title compound (0.017 g, 21%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07410966B2
Source datasetuspto-grants-2008_08
ORD IDord-6c585ee1875d46b3a62cb9a4c77e99fb
Source noteuspto-grants-2008_08