Hydrochloric Acid → HCID 118162212, compound

HRID 1749529Notes

Reaction equation

HRID 1749529 reaction equation
O=C1C2C(=CC=CC=2)C(=O)[N:3]1[CH2:12][CH2:13][C:14]1([CH3:31])[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[N:16](C(OC(C)(C)C)=O)[C:15]1=[O:30].[ClH:32]>>[ClH:32].[NH2:3][CH2:12][CH2:13][C:14]1([CH3:31])[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[NH:16][C:15]1=[O:30]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 118162095HCID 118162095, compound

Product 1

HCID 118162212HCID 118162212, compound

Conditions

Temperature
100 °C

Procedure

A mixture of tert-butyl 3-(2-(1,3-dioxoisoindolin-2-yl)ethyl)-3-methyl-2-oxoindoline-1-carboxylate (600 mg, 1.43 mmol) and hydrochloric acid (5 mL) in a sealed tube was stirred at 100° C. for 72 h. After cooling to room temperature, the reaction mixture was extracted with ethyl acetate. The aqueous layer was concentrated to dryness to give a crude product (350 mg, crude) as a yellow solid, which was used directly for next step without further purification. MS (ESI) m/z 191.1 [M+H]+

Workup

  1. temperatureAfter cooling to room temperature
  2. extractionthe reaction mixture was extracted with ethyl acetate
  3. concentrationThe aqueous layer was concentrated to dryness

Sources & evidence

ORD record
ord-76e4e59267f14aa8886488c1a3645eae
Source dataset
uspto-grants-2015_10
Patent number
US09156798B2

Reaction notes

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