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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1162230Generated: October 29, 2026

1-(1,3-thiazol-2-ylmethyl)-1H-indazol-5-amine → (R)-N,N-dimethyl-2-(4-(1-(thiazol-2-ylmethyl)-1H-indazol-5-ylamino)quinazolin-5-yloxy)propanamide

https://huagongshe.com/reaction/1162230

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(1,3-thiazol-2-ylmethyl)-1H-indazol-5-amineHCID 68619288—
Reactant(2R)-N,N-dimethyl-2-[(4-oxo-3,4-dihydroquinazolin-5-yl)oxy]propanamideHCID 136346624—
Product(R)-N,N-dimethyl-2-(4-(1-(thiazol-2-ylmethyl)-1H-indazol-5-ylamino)quinazolin-5-yloxy)propanamideHCID 1611734977.1%

Reaction Steps

Using the same procedure as in Example 18, (2R)—N,N-dimethyl-2-[(4-oxo-3,4-dihydroquinazolin-5-yl)oxy]propanamide (150 mg, 0.57 mmol) and 1-(1,3-thiazol-2-ylmethyl)-1H-indazol-5-amine (138 mg, 0.6 mmol) were reacted to give the title compound as a white solid (208 mg, 77%); NMR Spectrum (CDCl3) 1.73 (d, 3H), 3.06 (s, 3H), 3.14 (s, 3H), 5.43 (q, 1H), 5.92 (s, 2H), 6.82 (d, 1H), 7.26 (m, 1H), 7.50 (d, 2H), 7.61 (t, 1H), 7.75 (d, 1H), 7.87 (dd, 1H), 8.11 (s, 1H), 8.45 (s, 1H), 8.62 (s, 1H); Mass spectrum 474.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07820683B2
Source datasetuspto-grants-2010_10
ORD IDord-67c836bd132b4dcf894a49bea5b1eb64
Source noteuspto-grants-2010_10