2-(Dimethylamino)acetyl chloride hydrochloride → 3-[(4-chlorophenyl)thio]-4-[[(dimethylamino)acetyl]amino]-2-methyl-1H-indole-1-acetic acid, ethyl ester

HRID 2246712Notes

Reaction equation

HRID 2246712 reaction equation
[C:1]([NH:4][C:5]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:6]=1[CH:7]([S:19][C:20]1[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=1)[C:8]([CH3:18])(CC(O)=O)[NH:9]2)(=[O:3])[CH3:2].Cl.CN([CH2:31][C:32](Cl)=[O:33])C>>[Cl:26][C:23]1[CH:24]=[CH:25][C:20]([S:19][C:7]2[C:6]3[C:10](=[CH:11][CH:12]=[CH:13][C:5]=3[NH:4][C:1](=[O:3])[CH2:2][N:9]([CH3:10])[CH3:8])[N:9]([CH2:2][C:1]([O:33][CH2:32][CH3:31])=[O:3])[C:8]=2[CH3:18])=[CH:21][CH:22]=1

Participants

3

Reactant 2

HCID 139949912-(Dimethylamino)acetyl chloride hydrochlorideHCID 669653494-(acetylamino)-3-[(4-chlorophenyl)thio]-2-methyl-1H-indole-acetic acid

Product 1

HCID 866236083-[(4-chlorophenyl)thio]-4-[[(dimethylamino)acetyl]amino]-2-methyl-1H-indole-1-acetic acid, ethyl ester

Procedure

The sub-title compound was prepared by the method of Example 1 part (iv) using the product from Example 1 part (iii) and (dimethylamino)-acetyl chloride, hydrochloride. The product was purified using column chromatography (33% EtOAc/hexane as eluent).

Workup

  1. customThe product was purified

Sources & evidence

ORD record
ord-08d0ebdeefee4e46a330d18a7729d347
Source dataset
uspto-grants-2010_03
Patent number
US07687535B2

Reaction notes

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