Propargylamine → HCID 57683094, compound

HRID 494326Notes

Reaction equation

[CH:1]1([CH2:4][NH:5][C:6]([C:8]2[NH:9][CH:10]=[C:11]([C:13]([C:15]3[C:16]([C:21]4[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=4)=[N:17][O:18][C:19]=3[CH3:20])=[O:14])[CH:12]=2)=[O:7])[CH2:3]C1.[F:28]C1C=C(C2C(C(C3C=C(C(=O)C(Cl)(Cl)Cl)NC=3)=O)=C(C)ON=2)C=CC=1F.C(N)C#C>>[CH2:4]([NH:5][C:6]([C:8]1[NH:9][CH:10]=[C:11]([C:13]([C:15]2[C:16]([C:21]3[CH:26]=[CH:25][C:24]([F:27])=[C:23]([F:28])[CH:22]=3)=[N:17][O:18][C:19]=2[CH3:20])=[O:14])[CH:12]=1)=[O:7])[C:1]#[CH:3]

Participants

Reactant 3

HCID 239041Propargylamine

HCID 57682986HCID 57682986, compound2×

HCID 57683183HCID 57683183, compound

Product 1

HCID 57683094HCID 57683094, compound

Procedure

According to the procedure described for the synthesis of 4-(5-methyl-3-(4-fluorophenyl)-isoxazole-4-carbonyl)-1H-pyrrole-2-carboxylic acid (cyclopropylmethyl)-amide (example 229, step 2), the title compound has been synthesized from 4-[3-(3,4-difluoro-phenyl)-5-methyl-isoxazole-4-carbonyl]-2-trichloroacetyl-1H-pyrrole (intermediate 19) and prop-2-ynylamine (commercially available) in 28.1 yield. (m/e): 370.0 (MH+; 100%).

Sources & evidence

ORD record: ord-b3c018ada19a4c7abcbf9874eecde62c
Source dataset: uspto-grants-2009_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07538132B2

Reaction notes

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