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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2381014Generated: October 30, 2026

Hydrochloric Acid → HCID 11529870, compound

https://huagongshe.com/reaction/2381014

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantHCID 11471935HCID 11471935—
ReactantFormaldehyde--water (1/1)HCID 22136924—
SolventEthyl AcetateHCID 8857—
ProductHCID 11529870HCID 1152987068.8%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a mixture of (6-amino-2-methyl-quinazolin-4-yl)-(4-methoxy-phenyl)-methylamine (16 mg, 0.05 mmol), 2 ml of 37% formaldehyde water solution and sodium cyanoborohydride (6.3 mg, 0.1 mmol) was added 2 N HCl (0.05 ml) at 0° C. The reaction mixture was stirred for 1 h at 0° C., then diluted by EtOAc (10 ml), washed with saturated NaHCO3 aq., brine, dried over Na2SO4, filtered and concentrated by vacuum. The crude product was purified by chromatography on silica gel with acetate, hexane (1:3 to 1:1) as eluent, yielding 11 mg of title compound (68.8%) as yellow solids. 1H NMR (CDCl3): 7.63 (d, J=9.0 Hz, 1H), 7.20-7.12 (m, 3H), 6.91-6.88 (m, 2H), 6.23 (d, J=2.7 Hz, 1H), 3.80 (s, 3H), 3.57 (s, 3H), 2.69 (s, 3H), 2.62 (s, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08258145B2
Source datasetuspto-grants-2012_09
ORD IDord-27c80419853e4f60959d5ce178929af3
Source noteuspto-grants-2012_09