4-tert-Butylbenzoyl chloride → HCID 12093896, compound

HRID 2120167Notes

Reaction equation

HRID 2120167 reaction equation
[NH2:1][C:2]1[C:3]([C:8]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][N:12]=2)=[O:9])=[N:4][CH:5]=[CH:6][N:7]=1.[C:18]([C:22]1[CH:30]=[CH:29][C:25]([C:26](Cl)=[O:27])=[CH:24][CH:23]=1)([CH3:21])([CH3:20])[CH3:19]>N1C=CC=CC=1>[C:18]([C:22]1[CH:23]=[CH:24][C:25]([C:26]([NH:1][C:2]2[C:3]([C:8]([NH:10][C:11]3[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][N:12]=3)=[O:9])=[N:4][CH:5]=[CH:6][N:7]=2)=[O:27])=[CH:29][CH:30]=1)([CH3:21])([CH3:19])[CH3:20]

Participants

4

Reactant 2

HCID 743724-tert-Butylbenzoyl chlorideHCID 23438737HCID 23438737, compound

Product 1

HCID 12093896HCID 12093896, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
55 °C

Procedure

To a mixture of the above 3-amino-N-(5-chloropyridin-2-yl)pyrazine-2-carboxamide (255 mg, 1 mmol) in pyridine (20 mL) was added 4-tert-butylbenzoyl chloride (402 mg, 86 mmol). The mixture was stirred for 36 hours at 55° C. It was cooled to room temperature then concentrated to dryness in vacuo. The residue was mixed with CH2Cl2 and purified by radial chromatography from which was recovered 85 mg (21%) of product.

Workup

  1. temperatureIt was cooled to room temperature
  2. concentrationthen concentrated to dryness in vacuo
  3. additionThe residue was mixed with CH2Cl2
  4. custompurified by radial chromatography from which
  5. customwas recovered 85 mg (21%) of product

Sources & evidence

ORD record
ord-9343dc8e546d4cc78e1b8dacc1407053
Source dataset
uspto-grants-2004_02
Patent number
US06689780B1

Reaction notes

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