HCID 18179746, compound → HCID 59077714, compound

HRID 1359889Notes

Reaction equation

HRID 1359889 reaction equation
[N:1]1([CH2:7][CH2:8][O:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[CH2:16][S:17]([C:20]2[CH:21]=[C:22]3[C:26](=[CH:27][CH:28]=2)[NH:25][C:24](=[O:29])[CH2:23]3)(=[O:19])=[O:18])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[CH:30]1([N:33]([CH2:35][C:36]2[C:37]([CH3:44])=[C:38]([CH:42]=O)[NH:39][C:40]=2[CH3:41])[CH3:34])[CH2:32][CH2:31]1>N1CCCCC1.C(O)C>[CH:30]1([N:33]([CH2:35][C:36]2[C:37]([CH3:44])=[C:38](/[CH:42]=[C:23]3\[C:24](=[O:29])[NH:25][C:26]4[C:22]\3=[CH:21][C:20]([S:17]([CH2:16][C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=3[O:9][CH2:8][CH2:7][N:1]3[CH2:6][CH2:5][O:4][CH2:3][CH2:2]3)(=[O:19])=[O:18])=[CH:28][CH:27]=4)[NH:39][C:40]=2[CH3:41])[CH3:34])[CH2:32][CH2:31]1

Participants

5

Reactant 2

HCID 18179746HCID 18179746, compoundHCID 18179956HCID 18179956, compound

Product 1

HCID 59077714HCID 59077714, compoundYield 46%

Reagents, catalysts & solvents 2

HCID 8082PiperidineCatalystHCID 702EthanolSolvent

Procedure

5-[2-(2-Morpholin-4-yl-ethoxy)-phenylmethanesulfonyl]-1,3-dihydro-indol-2-one (39 mg, 0.094 mmol) was condensed with 4-[(cyclopropyl-methyl-amino)-methyl]-3,5-dimethyl-1H-pyrrole-2-carbaldehyde (21 mg, 0.1 mmol) and piperidine (1 drop) in ethanol (1.5 mL) at rt for 48 hours. The solvent was removed and the residue was purified on a silica gel column to give 26 mg (46%) of the titled compound.

Workup

  1. customThe solvent was removed
  2. customthe residue was purified on a silica gel column

Sources & evidence

ORD record
ord-065d2678e71d4bfda069d4e7d444821b
Source dataset
uspto-grants-2003_07
Patent number
US06599902B2

Reaction notes

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