Oxalyl chloride → HCID 86659054, compound

HRID 2407673Notes

Reaction equation

HRID 2407673 reaction equation
C(Cl)(=O)C([Cl:4])=O.[ClH:7].[C:8]1([C:14]2[CH:18]=[C:17]([CH2:19][N:20]3[CH2:25][CH2:24][CH:23]([CH2:26][C:27](O)=[O:28])[CH2:22][CH2:21]3)[O:16][N:15]=2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>ClCCl>[ClH:4].[C:8]1([C:14]2[CH:18]=[C:17]([CH2:19][N:20]3[CH2:21][CH2:22][CH:23]([CH2:26][C:27]([Cl:7])=[O:28])[CH2:24][CH2:25]3)[O:16][N:15]=2)[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 66989812HCID 66989812, compound

Product 1

HCID 86659054HCID 86659054, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Oxalyl chloride (0.24 mL) was added dropwise to a 0° C. solution of the compound prepared in Example 58 (615 mg) in dichloromethane (8 mL). The reaction was stirred at room temperature for 30 minutes and then concentrated to obtain the title compound (600 mg) having the following physical data. 1H NMR (DMSO-d6): δ 7.92-7.81 (m, 2H), 7.62-7.48 (m, 3H), 7.38 (s, 1H), 4.59 (s, 2H), 3.50-3.36 (m, 2H), 3.12-2.97 (m, 2H), 2.22-2.09 (m, 2H), 1.99-1.79 (m, 3H), 1.67-1.50 (m, 2H).

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-be8da16e3053498d85beda41453a6762
Source dataset
uspto-grants-2014_08
Patent number
US08809538B2

Reaction notes

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