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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1910442Generated: November 3, 2026

1,3-Propanediamine → N-[6-Methyl-2-(1,2,3,5-tetrahydro-4H-1,4-benzodiazepin-4-yl)thieno[3,2-d]pyrimidin-4-yl]propane-1,3-diamine

https://huagongshe.com/reaction/1910442

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-PropanediamineHCID 428—
Reactant2,3,4,5-tetrahydro-1H-1,4-benzodiazepineHCID 2771762—
Reactant2,4-Dichloro-6-methylthieno[3,2-d]pyrimidineHCID 12724268—
ProductN-[6-Methyl-2-(1,2,3,5-tetrahydro-4H-1,4-benzodiazepin-4-yl)thieno[3,2-d]pyrimidin-4-yl]propane-1,3-diamineHCID 71548935—

Reaction Steps

The title compound was prepared in analogy to Example 1-1 in Scheme 1 by using 2,4-dichloro-6-methylthieno[3,2-d]pyrimidine and propane-1,3-diamine, followed by reaction with 2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepine. MS obsd. (ESI+) [(M+H)+] 369, 1H NMR (400 MHz, METHANOL-d4) δ ppm 7.35 (d, J=7.1 Hz, 1H), 7.00-7.07 (m, 1H), 6.76-6.87 (m, 3H), 4.82 (s, 2H), 4.01-4.06 (m, 2H), 3.70 (t, J=6.6 Hz, 2H), 3.18-3.23 (m, 2H), 2.87 (t, J=6.4 Hz, 2H), 2.54 (s, 3H), 1.91-1.99 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08604019B2
Source datasetuspto-grants-2013_12
ORD IDord-4451a15c5cfb4c0d8815fbef1a1cdb99
Source noteuspto-grants-2013_12