Propargyl bromide → HCID 19066336, compound

HRID 481438Notes

Reaction equation

[C:1]([C:3]1[CH:4]=[C:5]([CH:40]=[CH:41][CH:42]=1)[CH2:6][NH:7][C:8](=[O:39])[C:9]1[CH:14]=[CH:13][C:12]([NH:15][CH:16]2[C:20]3[CH:21]=[C:22]4[C:27](=[CH:28][C:19]=3[CH2:18][CH2:17]2)[N:26]=[C:25]([CH3:29])[N:24]([CH2:30][O:31][C:32](=[O:37])[C:33]([CH3:36])([CH3:35])[CH3:34])[C:23]4=[O:38])=[CH:11][CH:10]=1)#[N:2].[CH2:43](Br)[C:44]#[CH:45]>>[C:1]([C:3]1[CH:4]=[C:5]([CH:40]=[CH:41][CH:42]=1)[CH2:6][NH:7][C:8](=[O:39])[C:9]1[CH:10]=[CH:11][C:12]([N:15]([CH:16]2[C:20]3[CH:21]=[C:22]4[C:27](=[CH:28][C:19]=3[CH2:18][CH2:17]2)[N:26]=[C:25]([CH3:29])[N:24]([CH2:30][O:31][C:32](=[O:37])[C:33]([CH3:36])([CH3:35])[CH3:34])[C:23]4=[O:38])[CH2:45][C:44]#[CH:43])=[CH:13][CH:14]=1)#[N:2]

Participants

Reactant 2

HCID 7842Propargyl bromide

HCID 19066350HCID 19066350, compound

Product 1

HCID 19066336HCID 19066336, compound

Procedure

Using an analogous procedure to that described in the first paragraph of Example 1, N-(3-cyanobenzyl)-p-[N-((6RS)-2-methyl-4-oxo-3-pivaloyloxymethyl-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl)amino]benzamide (0.36 g) was reacted with propargyl bromide to give N-(3-cyanobenzyl)-p-[N-(2-methyl-4-oxo-3-pivaloyloxymethyl-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl)-N-(prop-2-ynyl)amino]benzamide (0.154 g).

Sources & evidence

ORD record: ord-dc2c9490bc824a769d3e7145f1a4f52a
Source dataset: uspto-grants-1998_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05789417

Reaction notes

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