1,2-Dichloroethane → HCID 66612041, compound

HRID 2204728Notes

Reaction equation

HRID 2204728 reaction equation
C(N(C(C)C)CC)(C)C.C1C=CC2N(O)N=NC=2C=1.[NH2:20][C:21]1[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=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:20][C:21]1[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=1)=[O:38]

Participants

7

Reactant 5

HCID 111,2-DichloroethaneHCID 100093-AminopyridineHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 66611285HCID 66611285, compound

Product 1

HCID 66612041HCID 66612041, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Diisopropylethylamine (132 μl, 0.76 mmol), HOBT (69.7 mg, 0.46 mmol), 3-aminopyridine (53.5 mg, 0.57 mmol) and EDC (145 mg, 0.76 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; 154 mg, 0.38 mmol) in N,N-dimethylformamide. The reaction was stirred overnight, then the solvent was removed in vacuo. Purification by MDAP yielded the title compound as a white solid. 42 mg.

Workup

  1. customthe solvent was removed in vacuo
  2. customPurification by MDAP

Sources & evidence

ORD record
ord-6c3274f2477c4127966a515eebc6bdd1
Source dataset
uspto-grants-2016_06
Patent number
US09365551B2

Reaction notes

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