Formaldehyde → HCID 86756489, compound

HRID 1531325Notes

Reaction equation

HRID 1531325 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]4[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=4)[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.C#C.C(NC(=O)[O-])(C)(C)C>>[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[CH2:28][CH2:29][N:30]([C:33]4[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=4)[CH2:31][CH2:32]3)[C:19]([OH:21])=[O:20])(=[O:17])=[O:16])=[CH:11][CH:10]=2)=[CH:5][CH:4]=1

Participants

5

Reactant 4

HCID 712FormaldehydeHCID 6326AcetyleneHCID 21252905Tert-butylcarbamateHCID 86756490HCID 86756490, compound

Product 1

HCID 86756489HCID 86756489, compound

Procedure

Methyl 2-{[4′-methoxy-(1,1′-biphenyl)-4-yl]-sulfonyl}-amino-6-(4N-phenylpiperazin-1N-yl)-hex-4-ynoate: N-Phenyl-1,4-piperazine (478 mg, 2.95 mmol) is coupled with paraformaldehyde (96 mg, 3.21 mmol wrt. monomer) and free acetylene 38e (1.0 g, 2.68 mmol) as described for compound 31a to give the title compound as a white solid.

Sources & evidence

ORD record
ord-dfa06f1b686e475dbfdfca9378c5a4c9
Source dataset
uspto-grants-2001_03
Patent number
US06197770B1

Reaction notes

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