Ethyl orthopropionate → HCID 67186040, compound

HRID 885957Notes

Reaction equation

[NH2:1][C:2]1[N:3]=[C:4]([N:10]2[CH2:15][CH2:14][O:13][CH2:12][CH2:11]2)[S:5][C:6]=1[C:7]([NH2:9])=[O:8].[C:16](OCC)(OCC)([O:19][CH2:20][CH3:21])[CH2:17][CH3:18]>>[CH2:20]([O:19][C:16]1([CH2:17][CH3:18])[NH:1][C:2]2[N:3]=[C:4]([N:10]3[CH2:15][CH2:14][O:13][CH2:12][CH2:11]3)[S:5][C:6]=2[C:7](=[O:8])[NH:9]1)[CH3:21]

Participants

Reactant 2

HCID 66995Ethyl orthopropionate

HCID 13595332HCID 13595332, compound

Product 1

HCID 67186040HCID 67186040, compound

Procedure

The title compound was prepared from 4-amino-2-(morpholin-4-yl)-1,3-thiazole-5-carboxamide and triethyl orthopropionate according to Method G and was isolated as a white solid (39%) after purification by preparative HPLC. δH (DMSO-d6) 7.26 (1H, br. s), 7.06 (1H, br. s), 4.19 (2H, q, J 7.0 Hz), 3.74-3.66 (4H, m), 3.46-3.36 (4H, m), 2.55-2.47 (2H, m), 1.29 (3H, t, J 7.0 Hz), 1.10 (3H, t, J 7.5 Hz). LCMS (ES+) 313.0 (M+H)+.

Sources & evidence

ORD record: ord-fc9e4faa629f4aa6a5e4c3b25ecc0382
Source dataset: uspto-grants-2012_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08242116B2

Reaction notes

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