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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 243323Generated: October 25, 2026

Diisopropylethylamine → HCID 178461974, compound

https://huagongshe.com/reaction/243323

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant(S)-1-(1-Phenyl-1H-benzo[D]imidazol-2-YL)ethanamineHCID 68157455—
Reactant6-chloro-1H-purin-2-amineHCID 178508435—
Solvent1-ButanolHCID 263—
ProductHCID 178461974HCID 17846197444.5%

Reaction Conditions

Temperature130 °C

Reaction Steps

Into a 25-mL round-bottom flask was placed a solution of (S)-1-(1-phenyl-1H-benzo[d]imidazol-2-yl)ethanamine from Example 4 (238 mg, 1.00 mmol, 1.00 equiv) in n-BuOH (8 mL), 6-chloro-9H-purin-2-amine (155 mg, 0.91 mmol, 0.91 equiv, 98%) and N-ethyl-N-isopropylpropan-2-amine (390 mg, 2.96 mmol, 2.95 equiv, 98%). The resulting solution was stirred overnight at 130° C. and concentrated under vacuum. The residue was eluted onto a C18 column (water/acetonitrile) to afford 0.150 g (40%) of 149 as a white solid. LC-MS (ES, m/z): 371 [M+H]+. H-NMR (300 MHz, CD3OD, ppm): δ 7.71 (d, 2H), 7.51 (s, 5H), 7.29 (m, 2H), 7.10 (d, 1H), 5.67 (s, 1H), 1.69 (d, 3H)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08653089B2
Source datasetuspto-grants-2014_02
ORD IDord-14fd378bb7bd4b6daf89f1cb4d130a0b
Source noteuspto-grants-2014_02