1-Methylpiperazine → 8-[(2R)-(1-(3-fluorophenyl)pyrrolidin-2-yl)]-6-(4-methylpiperazine-1-carbonyl)-2-morpholino-4H-chromen-4-one

HRID 41197Notes

Reaction equation

HRID 41197 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([N:8]2[CH2:12][CH2:11][CH2:10][C@@H:9]2[C:13]2[CH:14]=[C:15]([C:30](O)=[O:31])[CH:16]=[C:17]3[C:22]=2[O:21][C:20]([N:23]2[CH2:28][CH2:27][O:26][CH2:25][CH2:24]2)=[CH:19][C:18]3=[O:29])[CH:5]=[CH:6][CH:7]=1.[CH3:33][N:34]1[CH2:39][CH2:38][NH:37][CH2:36][CH2:35]1>>[F:1][C:2]1[CH:3]=[C:4]([N:8]2[CH2:12][CH2:11][CH2:10][C@@H:9]2[C:13]2[CH:14]=[C:15]([C:30]([N:37]3[CH2:38][CH2:39][N:34]([CH3:33])[CH2:35][CH2:36]3)=[O:31])[CH:16]=[C:17]3[C:22]=2[O:21][C:20]([N:23]2[CH2:24][CH2:25][O:26][CH2:27][CH2:28]2)=[CH:19][C:18]3=[O:29])[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 531671-MethylpiperazineHCID 866724198-[(2R)-(1-(3-fluorophenyl)pyrrolidin-2-yl)]-2-morpholino-4-oxo-4H-chromene-6-carboxylic acid

Product 1

HCID 866724218-[(2R)-(1-(3-fluorophenyl)pyrrolidin-2-yl)]-6-(4-methylpiperazine-1-carbonyl)-2-morpholino-4H-chromen-4-oneYield 33%

Procedure

8-[(2R)-(1-(3-fluorophenyl)pyrrolidin-2-yl)]-2-morpholino-4-oxo-4H-chromene-6-carboxylic acid (see Example 1.06 for preparation; 100 mg, 0.23 mmol) was reacted with 1-methylpiperazine (0.076 ml, 0.68 mmol) using a procedure similar to the one described in example 1.00 to afford 8-[(2R)-(1-(3-fluorophenyl)pyrrolidin-2-yl)]-6-(4-methylpiperazine-1-carbonyl)-2-morpholino-4H-chromen-4-one (39 mg, 33%).

Sources & evidence

ORD record
ord-0ac09e198b3d4c79b0e91d747959ad74
Source dataset
uspto-grants-2013_09
Patent number
US08530470B2

Reaction notes

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