1,2-Dichloroethane → HCID 66611133, compound

HRID 2204768Notes

Reaction equation

HRID 2204768 reaction equation
[F:1][C:2]1[CH:32]=[CH:31][C:5]([CH2:6][O:7][C:8]2[CH:16]=[C:15]([C:17]([N:19]3[CH2:24][CH2:23][O:22][CH2:21][CH2:20]3)=[O:18])[C:14]([C:25]3[CH:26]=[N:27][N:28]([CH3:30])[CH:29]=3)=[CH:13][C:9]=2[C:10]([OH:12])=O)=[CH:4][CH:3]=1.[CH2:33]([Cl:36])[CH2:34]Cl.O[N:38]1[C:42]2N=C[CH:45]=[CH:46][C:41]=2N=N1.CCN(C(C)C)C(C)C>CN(C)C=O>[Cl:36][C:33]1[CH:34]=[C:42]([NH:38][C:10](=[O:12])[C:9]2[CH:13]=[C:14]([C:25]3[CH:26]=[N:27][N:28]([CH3:30])[CH:29]=3)[C:15]([C:17]([N:19]3[CH2:24][CH2:23][O:22][CH2:21][CH2:20]3)=[O:18])=[CH:16][C:8]=2[O:7][CH2:6][C:5]2[CH:31]=[CH:32][C:2]([F:1])=[CH:3][CH:4]=2)[CH:41]=[CH:46][CH:45]=1

Participants

6

Reactant 4

HCID 111,2-DichloroethaneHCID 81531DiisopropylethylamineHCID 181649HOAtHCID 66611075HCID 66611075, compound

Product 1

HCID 66611133HCID 66611133, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 2-((4-fluorobenzyl)oxy)-5-(1-methyl-1H-pyrazol-4-yl)-4-(morpholine-4-carbonyl)benzoic acid (150 mg, 0.341 mmol) (may be prepared as described in description D68) in N,N-Dimethylformamide (DMF) (3 mL), was added EDC (98 mg, 0.512 mmol), 1-hydroxy-7-azabenzotriazole (55.8 mg, 0.410 mmol), DIPEA (0.119 mL, 0.683 mmol) 3-chloroaniline (0.054 mL, 0.512 mmol) and the mixture was stirred at room temperature overnight. The organics were evaporated and the residue was purified using the MDAP to give the title compound. Yield: 58 mg

Workup

  1. customThe organics were evaporated
  2. customthe residue was purified

Sources & evidence

ORD record
ord-50a858a7d1c3443987abf7b5b3da17f3
Source dataset
uspto-grants-2016_06
Patent number
US09365551B2

Reaction notes

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