Diisopropylethylamine → HCID 59313134, compound

HRID 57702Notes

Reaction equation

[NH2:1][C:2]1[N:3]=[C:4](S(C)(=O)=O)[S:5][C:6]=1[C:7](=[O:9])[CH3:8].[NH2:14][CH:15]1[CH2:20][CH2:19][CH2:18][N:17]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:16]1.C(N(CC)C(C)C)(C)C>CS(C)=O>[C:7]([C:6]1[S:5][C:4]([NH:14][CH:15]2[CH2:20][CH2:19][CH2:18][N:17]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:16]2)=[N:3][C:2]=1[NH2:1])(=[O:9])[CH3:8]

Participants

Conditions

Temperature: 120 °C

Procedure

390 mg (1.77 mmol) of 1-[4-amino-2-(methylsulfonyl)-1,3-thiazol-5-yl]ethanone (Example 48A) were dissolved in 5 ml of DMSO, and 209.6 mg (0.89 mmol) of tert-butyl 3-aminopiperidine-1-carboxylate and 0.585 ml (3.54 mmol) of N,N-diisopropylethylamine were added. The mixture was heated in a microwave at 120° C. for 45 min. This gave, after purification by preparative HPLC, 162 mg (52% of theory) of the product as a solid.

Workup

customThis gave, after purification by preparative HPLC, 162 mg (52% of theory) of the product as a solid

Sources & evidence

ORD record: ord-be9c0502c9f04db29f720aa3fc581d46
Source dataset: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09434731B2

Reaction notes

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