Benzoyl chloride → HCID 56942374, compound

HRID 1842049Notes

Reaction equation

HRID 1842049 reaction equation
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N:10]1[CH:15]=[CH:14][C:13]([C:16]2[C:24]3[C:19](=[CH:20][CH:21]=[C:22]([NH:25][C:26]([CH:28]4[CH2:33][CH2:32][CH2:31][NH:30][CH2:29]4)=[O:27])[CH:23]=3)[NH:18][N:17]=2)=[CH:12][CH:11]=1>ClCCl>[C:1]([N:30]1[CH2:31][CH2:32][CH2:33][CH:28]([C:26]([NH:25][C:22]2[CH:23]=[C:24]3[C:19](=[CH:20][CH:21]=2)[NH:18][N:17]=[C:16]3[C:13]2[CH:12]=[CH:11][N:10]=[CH:15][CH:14]=2)=[O:27])[CH2:29]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7412Benzoyl chloride2×HCID 66613260HCID 66613260, compound

Product 1

HCID 56942374HCID 56942374, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
0 °C

Procedure

In a flask, dichloromethane (0.023mL) was added to benzoyl chloride. The reaction was cooled to 0° C., and a solution of N-(3-(pyridin-4-yl)-1H-indazol-5-yl)piperidine-3-carboxamide (0.014 g, 0.044 mmol) in dichloromethane (0.020 mL) was dropwise added to the benzoyl chloride solution. The reaction stirred for 6 hrs from 0° C. to room temperature. The reaction was quenched with water (1 mL) and extracted with dichloromethane (3×1 mL). The extracts were combined and dried with sodium sulfate. The crude product was purified using prep LC/MS. LC-MS: 426.1 [M+H]. LC/MS RT=2.998 min.

Workup

  1. customThe reaction was quenched with water (1 mL)
  2. extractionextracted with dichloromethane (3×1 mL)
  3. dry with materialdried with sodium sulfate
  4. customThe crude product was purified

Sources & evidence

ORD record
ord-322925a831ae4e199b1f8442506e456b
Source dataset
uspto-grants-2015_02
Patent number
US08946216B2

Reaction notes

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