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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1948711Generated: October 31, 2026

2-Chlorothiazole-5-carbonitrile → (1-Carbamoyl-4-adamantyl) 3-(5-cyanothiazol-2-ylamino)pyrrolidine-1-carboxylate

https://huagongshe.com/reaction/1948711

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chlorothiazole-5-carbonitrileHCID 1485222—
Reactant(1-Carbamoyl-4-adamantyl) 3-(tert-butoxycarbonylamino)pyrrolidine-1-carboxylateHCID 75968129—
Product(1-Carbamoyl-4-adamantyl) 3-(5-cyanothiazol-2-ylamino)pyrrolidine-1-carboxylateHCID 86653267—

Reaction Steps

The title compound was prepared from (3R) (1-carbamoyl-4-adamantyl) 3-(tert-butoxycarbonylamino)pyrrolidine-1-carboxylate isomer 2 following procedures analogous to those described in Example 33 using 2-chloro-5-cyanothiazole in Step 2. LC-MS Method 1 tR=1.32 min, m/z=415; 1H NMR (CD3OD) 1.55 (2H), 1.85-2.15 (12H), 2.25 (m, 1H), 3.35-3.80 (4H), 4.40 (br s, 1H), 4.78 (s, 1H), 7.74 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399504B2
Source datasetuspto-grants-2013_03
ORD IDord-361ab8c243bc4cc3a7fc372e971f357d
Source noteuspto-grants-2013_03