Diisopropylethylamine → HCID 67548875, compound

HRID 1425348Notes

Reaction equation

[C:1]([O:5][C:6]([NH:8][CH:9]1[CH2:12][NH:11][CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].Br[C:14]1[S:15][C:16]([C:22]([O:24][CH2:25][CH3:26])=[O:23])=[C:17]([CH2:19][CH2:20][CH3:21])[N:18]=1.C(N(C(C)C)CC)(C)C>>[C:1]([O:5][C:6]([NH:8][CH:9]1[CH2:10][N:11]([C:14]2[S:15][C:16]([C:22]([O:24][CH2:25][CH3:26])=[O:23])=[C:17]([CH2:19][CH2:20][CH3:21])[N:18]=2)[CH2:12]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

Reactant 3

HCID 81531Diisopropylethylamine

HCID 15194053-Aminoazetidine, 3-BOC protected

HCID 13015621HCID 13015621, compound

Product 1

HCID 67548875HCID 67548875, compoundYield 71%

Procedure

The same operation as in Example (217a) was performed using 3-tert-butoxycarbonylaminoazetidine (161 mg, 0.94 mmol), ethyl 2-bromo-4-n-propyl-1,3-thiazole-5-carboxylate obtained in Example (219a) (217 mg, 0.78 mmol) and diisopropylethylamine (0.27 mL, 1.56 mmol), to obtain 204 mg of the title compound as a white solid (71%).

Sources & evidence

ORD record: ord-9f0e6c6e9c124fdcb0da94bf1855ae33
Source dataset: uspto-grants-2015_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08927588B2

Reaction notes

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