5-Phenyl-1-pentyne → HCID 59179699, compound

HRID 2381841Notes

Reaction equation

HRID 2381841 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][C:10]#C)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1(CCC#C)C=CC=CC=1.[N:22]([C:25]1[S:26][C:27]([C:31]([O:33][CH2:34][CH3:35])=[O:32])=[C:28]([CH3:30])[N:29]=1)=[N+:23]=[N-:24]>>[CH3:30][C:28]1[N:29]=[C:25]([N:22]2[CH:10]=[C:9]([CH2:8][CH2:7][C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[N:24]=[N:23]2)[S:26][C:27]=1[C:31]([O:33][CH2:34][CH3:35])=[O:32]

Participants

4

Reactant 3

HCID 745735-Phenyl-1-pentyneHCID 1233604-Phenyl-1-butyneHCID 44632857HCID 44632857, compound

Product 1

HCID 59179699HCID 59179699, compoundYield 62%

Procedure

Following the procedure as described in Example 12, making variations as necessary to replace 5-phenyl-1-pentyne with 4-phenyl-1-butyne to react with ethyl 2-azido-4-methylthiazole-5-carboxylate, the title compound was obtained as a white solid in 62% yield: 1H NMR (300 MHz, CDCl3) δ 8.05 (s, 1H), 7.33-7.19 (m, 5H), 4.34 (q, J=7.1 Hz, 2H), 3.17-3.03 (m, 4H), 2.71 (s, 3H), 1.39 (t, J=7.1 Hz, 3H); MS (ES+) m/z 343.3 (M+1).

Sources & evidence

ORD record
ord-2a0db1fe6f614a9a8c7dde10ff434a33
Source dataset
uspto-grants-2012_09
Patent number
US08258160B2

Reaction notes

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