Diisopropylethylamine → HCID 67549359, compound

HRID 43902Notes

Reaction equation

[C:1]([O:5][C:6]([N:8]([CH3:13])[CH:9]1[CH2:12][NH:11][CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].Br[C:15]1[S:16][C:17]([C:21]([O:23][CH2:24][CH3:25])=[O:22])=[C:18]([CH3:20])[N:19]=1.C(N(C(C)C)CC)(C)C>>[C:1]([O:5][C:6]([N:8]([CH3:13])[CH:9]1[CH2:10][N:11]([C:15]2[S:16][C:17]([C:21]([O:23][CH2:24][CH3:25])=[O:22])=[C:18]([CH3:20])[N:19]=2)[CH2:12]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

Reactant 3

HCID 81531Diisopropylethylamine

HCID 2824057Ethyl 2-bromo-4-methyl-1,3-thiazole-5-carboxylate

HCID 23033645tert-Butyl azetidin-3-yl(methyl)carbamate

Product 1

HCID 67549359HCID 67549359, compoundYield 70.9%

Procedure

The same operation as in Example (217a) was performed using 3-[(tert-butoxycarbonyl)(methyl)amino]azetidine (1.31 g, 7.03 mmol), ethyl 2-bromo-4-methylthiazole-5-carboxylate (134 mg, 0.54 mmol) and diisopropylethylamine (0.19 mL, 1.07 mmol), to obtain 136 mg of the title compound as a colorless oily substance (72%).

Sources & evidence

ORD record: ord-aabd3876d3604506951c470a6e72759f
Source dataset: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08536197B2

Reaction notes

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