Propargylamine → HCID 25211811, compound

HRID 1409836Notes

Reaction equation

HRID 1409836 reaction equation
[F:1][C:2]([F:18])([F:17])[C:3]1[O:7][N:6]=[C:5]([C:8]2[S:12][C:11]([C:13]([OH:15])=O)=[CH:10][CH:9]=2)[C:4]=1[CH3:16].[CH2:19]([NH2:22])[C:20]#[CH:21]>>[CH2:19]([NH:22][C:13]([C:11]1[S:12][C:8]([C:5]2[C:4]([CH3:16])=[C:3]([C:2]([F:1])([F:18])[F:17])[O:7][N:6]=2)=[CH:9][CH:10]=1)=[O:15])[C:20]#[CH:21]

Participants

3

Reactant 2

HCID 239041PropargylamineHCID 252109975-(4-Methyl-5-trifluoromethyl-isoxazol-3-yl)-thiophene-2-carboxylic acid

Product 1

HCID 25211811HCID 25211811, compound

Procedure

Prepared from 5-(5-Trifluoromethyl-4-methyl-isoxazol-3-yl)-thiophene-2-carboxylic acid and propargylamine by the method described in Example 2 Method B. Pale yellow solid (122 mg, 97%). 1H NMR (DMSO-d6) 2.41 (d, J=1.3, 3H), 3.25 (t, J=2.6, 1H), 4.13 (dd, J=5.7, 2.6, 2H), 7.79 (d, J=4.0, 1H), 7.97 (d, J=4.0, 1H), 9.29 (t, J=5.7, 1H). 19F NMR −62.30. LC/MS 6.07 min, [M+1]+ 315.

Workup

  1. customLC/MS 6.07 min, [M+1]+ 315

Sources & evidence

ORD record
ord-8c0a823e8f7547be8023da323def9a10
Source dataset
uspto-grants-2014_12
Patent number
US08921399B2

Reaction notes

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