HCID 86648336, compound → HCID 68776705, compound

HRID 1253897Notes

Reaction equation

HRID 1253897 reaction equation
[C:1]([O:5][C:6](=[O:21])[N:7]([CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[N:18]=[N+:19]=[N-:20])[CH2:8][C:9]#[CH:10])([CH3:4])([CH3:3])[CH3:2]>C1(C)C=CC=CC=1>[C:1]([O:5][C:6]([N:7]1[CH2:8][C:9]2[N:18]([N:19]=[N:20][CH:10]=2)[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[CH2:11]1)=[O:21])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 1

HCID 86648336HCID 86648336, compound

Product 1

HCID 68776705HCID 68776705, compoundYield 94.5%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
100 °C

Procedure

Toluene (3 mL) was added to (2-azido-benzyl)-prop-2-ynyl-carbamic acid tert-butyl ester (100 mg, 0.34 mmol) and the resulting mixture was heated at 100° C. overnight. When the reaction was complete as confirmed by TLC, solvent was removed in vacuo to afford 4H,6H-1,2,5,10b-tetraaza-benzo[e]azulene-5-carboxylic acid tert-butyl ester (92 mg, 92%) which was used as such without any further purification for the next step. ESIMS (m/z): 309.4 (M+Na), 287.1 (M+1).

Workup

  1. customwas removed in vacuo

Sources & evidence

ORD record
ord-a3aa40206ff34553bce50ff153e502fd
Source dataset
uspto-grants-2013_06
Patent number
US08455479B2

Reaction notes

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