Pyrrolidine → HCID 10363908, compound

HRID 2215541Notes

Reaction equation

HRID 2215541 reaction equation
N1CCCC1.C1(NC(N2C3C(=CC(OC4C=CN=C(NC(=O)OC5C=CC=CC=5)C=4)=CC=3)C=C2)=O)CC1.[CH:38]1([NH:41][C:42]([N:44]2[C:52]3[C:47](=[CH:48][C:49]([O:53][C:54]4[CH:59]=[CH:58][N:57]=[C:56]([NH:60][C:61]([N:63]5[CH2:68][CH2:67][CH:66](N6CCCC6)[CH2:65]C5)=[O:62])[CH:55]=4)=[CH:50][CH:51]=3)[CH:46]=[CH:45]2)=[O:43])[CH2:40][CH2:39]1>CN(C)C=O>[CH:38]1([NH:41][C:42]([N:44]2[C:52]3[C:47](=[CH:48][C:49]([O:53][C:54]4[CH:59]=[CH:58][N:57]=[C:56]([NH:60][C:61]([N:63]5[CH2:68][CH2:67][CH2:66][CH2:65]5)=[O:62])[CH:55]=4)=[CH:50][CH:51]=3)[CH:46]=[CH:45]2)=[O:43])[CH2:40][CH2:39]1

Participants

5

Reactant 3

HCID 31268PyrrolidineHCID 10435600HCID 10435600, compoundHCID 21949215HCID 21949215, compound

Product 1

HCID 10363908HCID 10363908, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

N,N-Dimethylformamide (5 ml) and pyrrolidine (0.35 ml, 4.2 mmol) were added to a mixture (470 mg) of phenyl N-(4-(1-cyclopropylaminocarbonyl-1H-5-indolyl)oxy-2-pyridyl)carbamate and phenyl N-(4-(1-cyclopropylaminocarbonyl-1H-5-indolyl)oxy-2-pyridyl)-N-(phenoxycarbonyl)carbamate obtained in Example 68; the reaction mixture was stirred overnight; the reaction mixture was partitioned between ethyl acetate and water; and the organic layer was concentrated to yield the title compound as white crystals (200 mg, 0.49 mmol).

Workup

  1. customthe reaction mixture was partitioned between ethyl acetate and water
  2. concentrationand the organic layer was concentrated

Sources & evidence

ORD record
ord-3425712efa1846529a732eb6b77ac084
Source dataset
uspto-grants-2006_09
Patent number
US07109219B2

Reaction notes

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