(1R,2S)-Tranylcypromine → HCID 178516947, compound

HRID 1783629Notes

Reaction equation

[C:1]1([C@@H:7]2[CH2:9][C@H:8]2[NH2:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[S:11]1[CH2:17][C:15](=[O:16])[NH:14][C:12]1=S.CCN(C(C)C)C(C)C>>[C:1]1([C@@H:7]2[CH2:9][C@H:8]2[NH:10][C:12]2[S:11][CH2:17][C:15](=[O:16])[N:14]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

Reactant 3

HCID 19493(1R,2S)-Tranylcypromine

HCID 81531Diisopropylethylamine

HCID 1201546Rhodanine

Product 1

HCID 178516947HCID 178516947, compound

Procedure

Similar procedure as described in example 10c was used, starting with (1R,2S)-2-phenyl-cyclopropylamine, rhodanine, mercuric chloride and DIEA to give 2-((1R,2S)-2-phenyl-cyclopropylamino)-thiazol-4-one. LC-MS m/e 232 (MH+).

Sources & evidence

ORD record: ord-1ed5d8e8822e446090d4f49b7e4e1721
Source dataset: uspto-grants-2009_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07501428B2

Reaction notes

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