Tert-Butylamine → HCID 66580070, compound

HRID 1528703Notes

Reaction equation

HRID 1528703 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][N:11]=[C:10]([CH3:13])[C:9]=2C(O)=O)=[CH:4][CH:3]=1.C([N:19]([CH2:22]C)CC)C.C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:31])C=CC=CC=1.[C:41]([NH2:45])([CH3:44])([CH3:43])[CH3:42]>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[O:12][N:11]=[C:10]([CH3:13])[C:9]=2[NH:19][C:22]([NH:45][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:31])=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 6385Tert-ButylamineHCID 8471TriethylamineHCID 199401P,P-Diphenylphosphinic azideHCID 566045595-(4-Bromophenyl)-3-methyl-1,2-oxazole-4-carboxylic acid

Product 1

HCID 66580070HCID 66580070, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
80 °C

Procedure

5-(4-Bromo-phenyl)-3-methyl-isoxazole-4-carboxylic acid (1.0 g, 3.53 mmol) and triethylamine (0.56 mL, 3.9 mmol) were combined in toluene (20 mL). Diphenylphosphoryl azide (0.84 mL, 3.9 mmol) was added and the reaction was stirred at 80° C. for 1 hour. tert-Butylamine (0.38 g, 5.3 mmol) was then added, and the reaction was stirred at 80° C. for 1 hour. Aqueous workup provided the title compound.

Workup

  1. stirringthe reaction was stirred at 80° C. for 1 hour

Sources & evidence

ORD record
ord-84754b6227c64736add72e698d59ca57
Source dataset
uspto-grants-2015_07
Patent number
US09090573B2

Reaction notes

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