Triethylamine → HCID 70605765, compound

HRID 26324Notes

Reaction equation

[N:1]1([CH:6]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[C:7]([O-:9])=O)[CH:5]=[CH:4][CH:3]=[CH:2]1.C(N(CC)CC)C.ClC(OCC(C)C)=O.[NH2:30][C:31]1([O:44][CH3:45])[C:38](=[O:39])[N:37]2[CH:32]1[S:33][CH2:34][C:35]([CH3:43])=[C:36]2[C:40]([OH:42])=[O:41]>O1CCCC1>[C:10]([CH:6]([N:1]1[CH:2]=[CH:3][CH:4]=[CH:5]1)[C:7]([NH:30][C:31]1([O:44][CH3:45])[C:38](=[O:39])[N:37]2[CH:32]1[S:33][CH2:34][C:35]([CH3:43])=[C:36]2[C:40]([OH:42])=[O:41])=[O:9])([O:12][CH2:13][CH3:14])=[O:11]

Participants

Conditions

Temperature: 0 °C

Procedure

2-(1-Pyrryl)propanedioic acid, 3-ethyl ester, 1 equivalent and 1 equivalent of triethylamine is added to tetrahydrofuran (THF) which is cooled to 0° C. While stirring, iso-butyl chloroformate, 1 equivalent, is added and the temperature is maintained at 0° C. for about 15 minutes. A cold solution of 7-amino-7-methoxy-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 1 equivalent, and triethylamine, 1 equivalent, in 50% aqueous THF is added with stirring to the previous solution.

Workup

temperaturethe temperature is maintained at 0° C. for about 15 minutes
stirringwith stirring to the previous solution

Sources & evidence

ORD record: ord-3c69794f1ed54ebdb06c74503966f881
Source dataset: uspto-grants-1979_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04148998

Reaction notes

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