Propylamine → HCID 86690140, compound

HRID 1184348Notes

Reaction equation

HRID 1184348 reaction equation
[CH2:1]([NH2:4])[CH2:2][CH3:3].[F:5][C:6]1([F:24])[O:11][C:10]2[CH:12]=[C:13]([F:19])[C:14]([N:16]=[C:17]=[S:18])=[CH:15][C:9]=2[N:8]([CH2:20][C:21]#[CH:22])[C:7]1=[O:23]>ClCCl>[CH2:1]([NH:4][C:17]([NH:16][C:14]1[C:13]([F:19])=[CH:12][C:10]2[O:11][C:6]([F:24])([F:5])[C:7](=[O:23])[N:8]([CH2:20][C:21]#[CH:22])[C:9]=2[CH:15]=1)=[S:18])[CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 7852PropylamineHCID 86690137HCID 86690137, compound

Product 1

HCID 86690140HCID 86690140, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Propan-1-amine (0.937 ml, 11.74 mmol) was added to a stirred solution of 2,2,7-trifluoro-6-isothiocyanato-4-(prop-2-ynyl)-2H-benzo[b][1,4]oxazin-3(4H)-one (the product of Step 4.1 above, 1.0 g, 3.35 mmol) in dichloromethane (10 ml) at room temperature under nitrogen. The resulting mixture was stirred at room temperature for 1 hour, by which time TLC analysis indicated that the reaction was complete. The reaction mixture was evaporated in vacuo to yield 1.3 g of the desired product (purity>95%), which was used without further purification in the next step.

Workup

  1. customThe reaction mixture was evaporated in vacuo

Sources & evidence

ORD record
ord-c6312b125e954c01b0e1d4dfbb37fb80
Source dataset
uspto-grants-2014_03
Patent number
US08669208B2

Reaction notes

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