Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1910163Generated: October 26, 2026

Diisopropylethylamine → Methyl 8-methoxyisoquinoline-3-carboxylate

https://huagongshe.com/reaction/1910163

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 2733084—
Reactant6-Methoxyisoquinoline-3-carboxylic acidHCID 57306949—
ReactantHCID 178508178HCID 178508178—
SolventDimethylformamideHCID 6228—
ProductMethyl 8-methoxyisoquinoline-3-carboxylateHCID 6694040697.8%

Reaction Steps

224 mg (1.1 mmol) of 6-methoxy-isoquinoline-3-carboxylic acid was reacted with 242 mg (1 mmol) of intermediate B (2-amino-3H-benzoimidazole-4-carboxylic acid (1H-imidazol-2-yl)-amide), 569 mg (1.5 mmol) of HBTU, 0.704 ml (4 mmol) of DIEA and 5 mL of DMF stirring at 80° C. for 2 h as describe in general procedure A to provide 212.4 mg (50%) of the title compound. 1H-NMR (400 MHz, DMSO): 9.37(s, 1H), 8.71 (s, 1H), 8.24(d, 1H), 7.94(d, 1H), 7.82(d, 1H), 7.73(d, 1H), 7.49(dd, 1H), 7.34(t, 1H), 6.88(s, 1H), 6.76(s, 1H), 3.98 (s, 3H) ppm; LCMS: 428 (M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598353B2
Source datasetuspto-grants-2013_12
ORD IDord-d720657ac7ab4be89899fbcc4e249c51
Source noteuspto-grants-2013_12