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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1262017Generated: October 29, 2026

1-Methoxy-2-propanol → HCID 66710970, compound

https://huagongshe.com/reaction/1262017

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Methoxy-2-propanolHCID 7900—
ReactantDiisopropylethylamineHCID 81531—
Reactant1'-Methylspiro[1-benzopyran-2,4'-piperidin]-6-amineHCID 57416098—
Reactant2-Methanesulfinyl-7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazineHCID 66710791—
ProductHCID 66710970HCID 6671097012.8%

Reaction Steps

2-Methanesulfinyl-7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazine (87.49 mg, 0.0003045 mol), N,N-Diisopropylethylamine (0.175 mL, 0.00100 mol) and 6-amino-1′-methyl-spiro(2H-1-benzopyran-2,4′-piperidine) (0.141 g, 0.000609 mol) were dissolved in 1-Methoxy-2-propanol (0.350 mL, 0.00358 mol) and the reaction was irradiated at 300 watts, 180° C. for 40 minutes or until HPLC showed consumption of starting material. The reaction mixture was then reduced en vacuo and the product was isolated and purified by Gilson prep HPLC to afford 17.67 mg of 7-(2-methoxy-phenyl)-pyrrolo(2,1-f)(1,2,4)triazin-2-yl-6-amino-1′-methyl-spiro(2H-1-benzopyran-2,4′-piperidine) as a lyophilized powder. (M+H)=456.1. 1H NMR (400 MHz, DMSO, d6) δ 9.19 (s, 1H), 8.91 (s, 1H), 7.81 (d, 1H, J=7.24 Hz), 7.57 (m, 1H), 7.45 (m, 1H), 7.34 (m, 1H), 7.21 (m, 1H), 7.11 (m, 1H), 6.90 (d, 2H, J=7.65 Hz), 6.70 (d, 1H, J=8.56 Hz), 3.79 (s, 3H), 3.33 (m, 2H), 3.18 (m, 2H), 2.83 (m, 3H), 2.62 (m, 2H), 1.92 (m, 2H), 1.79 (m, 4H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08471005B2
Source datasetuspto-grants-2013_06
ORD IDord-095df70c94034356a29fed6542fa29fb
Source noteuspto-grants-2013_06