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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1876174Generated: October 31, 2026

Diisopropylethylamine → HCID 59242083, compound

https://huagongshe.com/reaction/1876174

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantN-BOC-ethylenediamineHCID 187201—
ReactantHCID 59237269HCID 59237269—
ReactantHCID 59242113HCID 59242113—
Solvent1-ButanolHCID 263—
ProductHCID 59242083HCID 5924208370%

Reaction Conditions

Temperature130 °C

Reaction Steps

(2-{6-Methoxy-4-[(4-methoxy-phenyl)-methyl-amino]-quinazolin-2-ylamino}-ethyl)-carbamic acid tert-butyl ester: A mixture of (2-chloro-6-methoxy-quinazoline-4-yl)-(4-methoxy-phenyl)-methyl-amine (0.6 g, 1.81 mmol), (2-amino-ethyl)-carbamic acid tert-butyl ester (0.4 g, 2.54 mmol) and diisopropylethylamine (0.76 mL, 4.4 mmol) in 3 mL of n-BuOH was stirred at 130° C. for 2 days. The solvent was evaporated under reduced pressure. The title compound (0.56 g; 70%) was isolated by preparative TLC (CH2Cl2/MeOH=5/3 as eluent). 1H NMR (DMSO-d6) δ 7.3-7.28 (d, 1H), 7.2 (d, 2H), 7.11-7.08 (d, 1H), 7.02-7.00 (d, 2H), 6.2 (s, 1H), 3.7 (s, 3H), 3.46 (s, 3H), 3.42 (t, 2H), 3.23 (s, 3H), 3.17 (t, 2H), 1.37 (s, 9H); LC-MS (ESI+; 454 ([M+H]+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08309562B2
Source datasetuspto-grants-2012_11
ORD IDord-a0b0d9484c4b470280932f28b2fa3772
Source noteuspto-grants-2012_11