Benzoic acid, 2-amino-5-iodo- → HCID 86600883, compound

HRID 1875557Notes

Reaction equation

HRID 1875557 reaction equation
[CH3:1][O:2][C:3](=[O:24])[C@H:4]([CH2:16][C:17]1[CH:22]=[CH:21][C:20]([NH2:23])=[CH:19][CH:18]=1)[NH:5][C:6](=[O:15])[C:7]1[C:12]([Cl:13])=[CH:11][CH:10]=[CH:9][C:8]=1[Cl:14].C(Cl)CCl.Cl.C1C=CC2N(O)N=NC=2C=1.[NH2:40][C:41]1[CH:49]=[CH:48][C:47]([I:50])=[CH:46][C:42]=1[C:43](O)=[O:44]>ClCCl.C(N(CC)CC)C>[CH3:1][O:2][C:3](=[O:24])[C@H:4]([CH2:16][C:17]1[CH:18]=[CH:19][C:20]([NH:23][C:43](=[O:44])[C:42]2[CH:46]=[C:47]([I:50])[CH:48]=[CH:49][C:41]=2[NH2:40])=[CH:21][CH:22]=1)[NH:5][C:6](=[O:15])[C:7]1[C:8]([Cl:14])=[CH:9][CH:10]=[CH:11][C:12]=1[Cl:13]

Participants

7

Reactant 4

HCID 72911Benzoic acid, 2-amino-5-iodo-HCID 757711-HydroxybenzotriazoleHCID 10384309HCID 10384309, compoundHCID 22619321HCID 22619321, compound

Product 1

HCID 86600883HCID 86600883, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8471TriethylamineSolvent

Procedure

The mixture of N-(2,6-dichlorobenzoyl)-4-amino-L-phenylalanine methylester (2.22 g), EDC/HCl (960 mg), HOBT (675 mg), triethylamine (834 μL), 2-amino-5-iodobenzoic acid (1.3 g) and dichloromethane (100 mL) was stirred overnight. The mixture was extracted with ethyl acetate and treated in accordance with the ordinary method to obtain a crude material of the intended compound.

Workup

  1. extractionThe mixture was extracted with ethyl acetate
  2. additiontreated in accordance with the ordinary method

Sources & evidence

ORD record
ord-e97b42245ea64b869d61c330d7bc8025
Source dataset
uspto-grants-2012_11
Patent number
US08309561B2

Reaction notes

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