Indoline → HCID 58026274, compound

HRID 656845Notes

Reaction equation

HRID 656845 reaction equation
Cl[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][C:6]3[CH2:23][C@:13]4([C:21]5[C:16](=[N:17][CH:18]=[CH:19][CH:20]=5)[NH:15][C:14]4=[O:22])[CH2:12][C:7]=3[CH:8]=2)[N:3]=1.[NH:24]1[C:32]2[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=2)[CH2:26][CH2:25]1>>[N:24]1([C:2]2[CH:11]=[CH:10][C:9]3[C:4](=[CH:5][C:6]4[CH2:23][C@:13]5([C:21]6[C:16](=[N:17][CH:18]=[CH:19][CH:20]=6)[NH:15][C:14]5=[O:22])[CH2:12][C:7]=4[CH:8]=3)[N:3]=2)[C:32]2[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=2)[CH2:26][CH2:25]1

Participants

3

Reactant 2

HCID 10328IndolineHCID 59594305HCID 59594305, compound2×

Product 1

HCID 58026274HCID 58026274, compound

Conditions

Temperature
200 °C

Procedure

A mixture of (7S)-2-chloro-6,8-dihydrospiro[cyclopenta[g]quinoline-7,3′-pyrrolo[2,3-b]pyridin]-2′(1′H)-one (35 mg, 0.109 mmol, described in Intermediate 21) and indoline (324 mg, 2.72 mmol) in CH3 CN (1 mL) was heated at 200° C. in a microwave reactor for 10 min. The mixture was cooled to ambient temperature and the precipitate was isolated by filtration, washed with H2O, and dried to give the title compound. MS: m/z=405 (M+1). HRMS: m/z=405.1715; calculated m/z=405.1710 for C26H21N4O.

Workup

  1. temperatureThe mixture was cooled to ambient temperature
  2. customthe precipitate was isolated by filtration
  3. washwashed with H2O
  4. customdried

Sources & evidence

ORD record
ord-88d116e226284b58bd61825e6a53a972
Source dataset
uspto-grants-2011_12
Patent number
US08071772B2

Reaction notes

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