Propargylamine → HCID 86613560, compound

HRID 2219379Notes

Reaction equation

HRID 2219379 reaction equation
[CH2:1]([NH2:4])[C:2]#[CH:3].[CH3:5][C:6]1[O:10][N:9]=[C:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:7]=1[C:17]1[N:18]=[CH:19][N:20]([C:22]2[CH:30]=[CH:29][CH:28]=[CH:27][C:23]=2[C:24]([OH:26])=O)[CH:21]=1>>[CH3:5][C:6]1[O:10][N:9]=[C:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:7]=1[C:17]1[N:18]=[CH:19][N:20]([C:22]2[CH:30]=[CH:29][CH:28]=[CH:27][C:23]=2[C:24]([NH:4][CH2:1][C:2]#[CH:3])=[O:26])[CH:21]=1

Participants

3

Reactant 2

HCID 239041PropargylamineHCID 67421132HCID 67421132, compound

Product 1

HCID 86613560HCID 86613560, compoundYield 25%

Procedure

As described for Example 71, prop-2-ynylamine was converted, using 2-[4-(5-methyl-3-phenyl-isoxazol-4-yl)-imidazol-1-yl]-benzoic acid (100 mg, 0.29 mmol) instead of 4-[4-(5-methyl-3-phenyl-isoxazol-4-yl)-imidazol-1-yl]-benzoic acid, to the title compound (28 mg, 25%) which was obtained as an off-white solid. MS: m/e=383.1 [M+H]+.

Sources & evidence

ORD record
ord-97486076caeb42a6a2aa1810421823e3
Source dataset
uspto-grants-2008_08
Patent number
US07414061B2

Reaction notes

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