1,2-Dichloroethane → HCID 11597583, compound

HRID 604493Notes

Reaction equation

HRID 604493 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][C:12]([OH:14])=O)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].C(Cl)CCl.C(N(C(C)C)C(C)C)C.[CH2:28]([N:30]1[N:34]=[N:33][C:32]([C:35]2[S:39][C:38]([NH2:40])=[N:37][C:36]=2[C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)=[N:31]1)[CH3:29]>CN(C1C=CN=CC=1)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][C:12]([NH:40][C:38]2[S:39][C:35]([C:32]3[N:33]=[N:34][N:30]([CH2:28][CH3:29])[N:31]=3)=[C:36]([C:41]3[CH:42]=[CH:43][CH:44]=[CH:45][CH:46]=3)[N:37]=2)=[O:14])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

6

Reactant 4

HCID 111,2-DichloroethaneHCID 7139(3,4-Dimethoxyphenyl)acetic acidHCID 81531DiisopropylethylamineHCID 57709598HCID 57709598, compound

Product 1

HCID 11597583HCID 11597583, compoundYield 13%

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

200 μL of a 0.6M stock solution of (3,4-dimethoxy-phenyl)-acetic acid was mixed with 200 μL of a 0.3M stock solution of EDC containing 1 eq. of ethyl-diisopropyl-amine. Then 100 μL of a 0.3M stock solution of 5-(2-ethyl-2H-tetrazol-5-yl)-4-phenyl-thiazol-2-ylamine containing 1 eq. of DMAP was added. The reaction mixture was shaken overnight at ambient temperature. Purification was performed by preparative LC-MS. Yield: 13%.

Workup

  1. customPurification

Sources & evidence

ORD record
ord-1cd760de9f684b029e9fa6150c3aad5b
Source dataset
uspto-grants-2011_03
Patent number
US07910613B2

Reaction notes

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