Water → HCID 86688742, compound

HRID 1752642Notes

Reaction equation

HRID 1752642 reaction equation
[C:1]([O:4][CH2:5][C:6](Cl)=[O:7])(=[O:3])[CH3:2].[C:9]1([N:15]2[C:19]([C:20]3[CH:25]=[CH:24][C:23]([S:26]([CH3:29])(=[O:28])=[O:27])=[CH:22][CH:21]=3)=[CH:18][C:17]([CH2:30][CH2:31][NH2:32])=[C:16]2[CH3:33])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.O>C(Cl)Cl>[C:1]([O:4][CH2:5][C:6]([NH:32][CH2:31][CH2:30][C:17]1[CH:18]=[C:19]([C:20]2[CH:21]=[CH:22][C:23]([S:26]([CH3:29])(=[O:28])=[O:27])=[CH:24][CH:25]=2)[N:15]([C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:16]=1[CH3:33])=[O:7])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 26297Acetoxyacetyl chlorideHCID 66693788HCID 66693788, compound

Product 1

HCID 86688742HCID 86688742, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

TEA (0.29 g, 0.296 mmol) and acetoxyacetyl chloride (0.323 g, 0.00237 mol) are added, at 0° C., to a solution of 2-[1-phenyl-2-methyl-5-(4-methylsulphonylphenyl)-1H-pyrrol-3-yl]-ethanamine (W2008014821), (0.7 g, 0.00197 mol), in CH2Cl2 (10 mL). It is stirred at RT for 2 h. Then it is poured into water and extracted with CH2Cl2, washed with NaHCO3 s.s., and then with H2O, dried and concentrated. The solid obtained (0.85 g, 95.5%) is used as it is for the next step.

Workup

  1. extractionextracted with CH2Cl2
  2. washwashed with NaHCO3 s.s
  3. dry with material, and then with H2O, dried
  4. concentrationconcentrated
  5. customThe solid obtained (0.85 g, 95.5%)

Sources & evidence

ORD record
ord-b1f369398ec84e8d96233343d736b346
Source dataset
uspto-grants-2015_10
Patent number
US09162979B2

Reaction notes

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