1,2-Dichloroethane → HCID 66611048, compound

HRID 2204726Notes

Reaction equation

HRID 2204726 reaction equation
C(N(C(C)C)CC)(C)C.C1C=CC2N(O)N=NC=2C=1.[N:20]1[CH:25]=[CH:24][C:23]([NH2:26])=[CH:22][N:21]=1.C(Cl)CCl.[Br:31][C:32]1[C:33]([CH2:49][N:50]2[CH2:55][CH2:54][O:53][CH2:52][CH2:51]2)=[CH:34][C:35]([O:41][CH2:42][C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)=[C:36]([CH:40]=1)[C:37](O)=[O:38]>CN(C)C=O>[Br:31][C:32]1[C:33]([CH2:49][N:50]2[CH2:51][CH2:52][O:53][CH2:54][CH2:55]2)=[CH:34][C:35]([O:41][CH2:42][C:43]2[CH:44]=[CH:45][CH:46]=[CH:47][CH:48]=2)=[C:36]([CH:40]=1)[C:37]([NH:26][C:23]1[CH:24]=[CH:25][N:20]=[N:21][CH:22]=1)=[O:38]

Participants

7

Reactant 5

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 2984924-AminopyridazineHCID 66611285HCID 66611285, compound

Product 1

HCID 66611048HCID 66611048, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Diisopropylethylamine (0.08 ml, 0.47 mmol), HOBT (43.0 mg, 0.28 mmol), 4-pyridazinamine (33.4 mg, 0.35 mmol) and EDC (90 mg, 0.47 mmol) were added to a solution of 5-bromo-4-(4-morpholinylmethyl)-2-[(phenylmethyl)oxy]benzoic acid (may be prepared as described in Description 7; 95 mg, 0.23 mmol) in N,N-dimethylformamide (5 ml). The mixture was stirred overnight, the solvent removed in vacuo and the solid recrystallised with 1:1 methanol/DMSO to give the title compound as a white solid. 56.1 mg.

Workup

  1. customthe solvent removed in vacuo
  2. customthe solid recrystallised with 1:1 methanol/DMSO

Sources & evidence

ORD record
ord-43e8417b1f764839a1c47d143c096d4b
Source dataset
uspto-grants-2016_06
Patent number
US09365551B2

Reaction notes

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