Formaldehyde → HCID 86756491, compound

HRID 1531326Notes

Reaction equation

HRID 1531326 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][C:12]([S:15]([C:18]([NH2:39])([CH2:23][C:24]#[C:25][CH2:26][N:27]3[CH2:32][CH2:31][N:30]([C:33](C(C)(C)C)=[O:34])[CH2:29][CH2:28]3)[C:19]([O:21]C)=[O:20])(=[O:17])=[O:16])=[CH:11][CH:10]=2)=[CH:5][CH:4]=1.C=[O:41].C#C.[C:44](NC(=O)[O-])([CH3:47])([CH3:46])[CH3:45]>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:10]=[CH:11][C:12]([S:15]([C:18]([NH2:39])([CH2:23][C:24]#[C:25][CH2:26][N:27]3[CH2:32][CH2:31][N:30]([C:33]([O:41][C:44]([CH3:47])([CH3:46])[CH3:45])=[O:34])[CH2:29][CH2:28]3)[C:19]([OH:21])=[O:20])(=[O:17])=[O:16])=[CH:13][CH:14]=2)=[CH:5][CH:4]=1

Participants

5

Reactant 4

HCID 712FormaldehydeHCID 6326AcetyleneHCID 21252905Tert-butylcarbamateHCID 86756492HCID 86756492, compound

Product 1

HCID 86756491HCID 86756491, compound

Procedure

Methyl 2-{[4′-methoxy-(1,1′-biphenyl)-4-yl]-sulfonyl}-amino-6-(4N-tert-butylcarbonylpiperazin-1N-yl)-hex-4ynoate: N-tert-butoxycarbonyl-1,4-piperazine (8.14 g, 4.37 mmol) is coupled with paraformaldehyde (143 mg, 4.7 mmol wrt. monomer) and free acetylene 38e (1.48 g, 3.97 mmol) as described for compound 31a to give the title compound as a pale yellow syrup which soildified upon standing.

Sources & evidence

ORD record
ord-88c9f62caf634bbdb7daaede7f024833
Source dataset
uspto-grants-2001_03
Patent number
US06197770B1

Reaction notes

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