tert-butyl N-(prop-2-yn-1-yl)carbamate → HCID 11156469, compound

HRID 2218039Notes

Reaction equation

HRID 2218039 reaction equation
Br[C:2]1[CH:3]=[C:4]([C:8]2[C:9]3[CH:20]=[C:19]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)[C:18]([O:27][CH3:28])=[CH:17][C:10]=3[N:11]([CH3:16])[C:12](=[O:15])[CH2:13][N:14]=2)[CH:5]=[CH:6][CH:7]=1.[CH2:29]([NH:32][C:33]([O:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:34])[C:30]#[CH:31]>>[C:36]([O:35][C:33](=[O:34])[NH:32][CH2:29][C:30]#[C:31][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]2[C:9]3[CH:20]=[C:19]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)[C:18]([O:27][CH3:28])=[CH:17][C:10]=3[N:11]([CH3:16])[C:12](=[O:15])[CH2:13][N:14]=2)[CH:3]=1)([CH3:39])([CH3:38])[CH3:37]

Participants

3

Reactant 2

HCID 11073648tert-butyl N-(prop-2-yn-1-yl)carbamateHCID 11487361HCID 11487361, compound

Product 1

HCID 11156469HCID 11156469, compoundYield 22%

Procedure

Prepared from 5-(3-bromo-phenyl)-8-methoxy-1-methyl-7-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one Example 62 using the same method described for Example 35 using propargyl Boc-amine instead of hex-1-yne. The title compound (51 mg) was obtained as a beige solid, (yield=22%).

Sources & evidence

ORD record
ord-e3e0778e34c442fba8bc9c1f54392ec8
Source dataset
uspto-grants-2008_08
Patent number
US07410963B2

Reaction notes

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