4-(Pyrrolidine-1-sulfonyl)aniline → HCID 59362894, compound

HRID 1668832Notes

Reaction equation

HRID 1668832 reaction equation
[CH3:1][O:2][C:3]([C:5]1([C:9]2[CH:14]=[CH:13][C:12]([NH:15][C:16]3[C:21]4[CH2:22][CH2:23][CH2:24][C:20]=4[N:19]=[C:18](Cl)[N:17]=3)=[CH:11][CH:10]=2)[CH2:8][CH2:7][CH2:6]1)=[O:4].[N:26]1([S:31]([C:34]2[CH:39]=[CH:38][C:37]([NH2:40])=[CH:36][CH:35]=2)(=[O:33])=[O:32])[CH2:30][CH2:29][CH2:28][CH2:27]1>C(O)(C)C>[CH3:1][O:2][C:3]([C:5]1([C:9]2[CH:14]=[CH:13][C:12]([NH:15][C:16]3[C:21]4[CH2:22][CH2:23][CH2:24][C:20]=4[N:19]=[C:18]([NH:40][C:37]4[CH:38]=[CH:39][C:34]([S:31]([N:26]5[CH2:30][CH2:29][CH2:28][CH2:27]5)(=[O:33])=[O:32])=[CH:35][CH:36]=4)[N:17]=3)=[CH:11][CH:10]=2)[CH2:8][CH2:7][CH2:6]1)=[O:4]

Participants

4

Reactant 2

HCID 5358054-(Pyrrolidine-1-sulfonyl)anilineHCID 59362943HCID 59362943, compound

Product 1

HCID 59362894HCID 59362894, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

1-[4-(2-chloro-6,7-dihydro-5H-cyclopentapyrimidin-4-ylamino)-phenyl]cyclobutanecarboxylic acid methyl ester (0.36 g, 1 mmol) was added to a solution of 4-(pyrrolidine-1-sulfonyl)-phenylamine (0.24 g, 1.06 mmol) in anhydrous isopropanol (10 mL) and the mixture was stirred at a temperature in the range of 60° C. to 110° C. for 40 to 50 hours. The reaction was cooled to a temperature in the range of 15° C. to 25° C. The precipitated solid was filtered, washed with ether, and dried in vacuo to afford the title compound as a white solid (0.28 g, 54% yield).

Workup

  1. temperatureThe reaction was cooled to a temperature in the range of 15° C. to 25° C
  2. filtrationThe precipitated solid was filtered
  3. washwashed with ether
  4. customdried in vacuo

Sources & evidence

ORD record
ord-ea2bcfa835b6422baed0c12e78289ac1
Source dataset
uspto-grants-2011_08
Patent number
US07989463B2

Reaction notes

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