Diisopropylethylamine → HCID 86648817, compound

HRID 43916Notes

Reaction equation

[C:1]([O:5][C:6]([NH:8][C@@H:9]1[CH2:12][NH:11][C@H:10]1[CH2:13][CH3:14])=[O:7])([CH3:4])([CH3:3])[CH3:2].Br[C:16]1[S:17][C:18]([C:22]([O:24][CH2:25][CH3:26])=[O:23])=[C:19]([CH3:21])[N:20]=1.C(N(C(C)C)CC)(C)C>>[C:1]([O:5][C:6]([NH:8][C@@H:9]1[CH2:12][N:11]([C:16]2[S:17][C:18]([C:22]([O:24][CH2:25][CH3:26])=[O:23])=[C:19]([CH3:21])[N:20]=2)[C@H:10]1[CH2:13][CH3:14])=[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 86648815HCID 86648815, compound

Product 1

HCID 86648817HCID 86648817, compoundYield 76.8%

Procedure

The same operation as in Example (232c) was performed using trans(±)-3-(tert-butoxycarbonyl)amino-2-ethylazetidine obtained in Example (234e) (110 mg, 0.55 mmol), ethyl 2-bromo-4-methylthiazole-5-carboxylate (137 mg, 0.55 mmol) and diisopropylethylamine (0.19 mL, 1.10 mmol), to obtain 156 mg of the title compound as a pale yellow oily substance (77%).

Sources & evidence

ORD record: ord-ffa25b59ad4e4e13bbee12562f4ea9b0
Source dataset: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08536197B2

Reaction notes

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