HCID 58188985, compound → HCID 58189105, compound

HRID 1423221Notes

Reaction equation

HRID 1423221 reaction equation
[CH2:1]([C@@H:8]1[NH:13][CH2:12][CH2:11][N:10]([C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[C:16]([O:22][CH:23]3[CH2:26][CH2:25][CH2:24]3)[CH:15]=2)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C[O:28][C:29](=O)[CH2:30][C:31]1[CH:32]=[N:33][N:34]([CH3:36])[CH:35]=1>>[CH2:1]([C@H:8]1[CH2:9][N:10]([C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[C:16]([O:22][CH:23]3[CH2:26][CH2:25][CH2:24]3)[CH:15]=2)[CH2:11][CH2:12][N:13]1[C:29](=[O:28])[CH2:30][C:31]1[CH:32]=[N:33][N:34]([CH3:36])[CH:35]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 58188985HCID 58188985, compoundHCID 66826207Methyl (1-methyl-1H-pyrazol-4-yl)acetate

Product 1

HCID 58189105HCID 58189105, compoundYield 4%

Procedure

Prepared using the same procedure described in Example 275 from (S)-3-benzyl-1-(3-cyclobutyloxy-4-methoxy-phenyl)-piperazine and (1-methyl-1H-pyrazol-4-yl)-acetic acid methyl ester [prepared by treatment of (1H-pyrazol-4-yl)-acetic acid methyl ester with NaH followed by MeI; used as obtained after aqueous workup] with heating for 15 days to afford the title compound as a tan solid (12 mg, 4%). LC/MS (Method B) 3.55 min, [M+1]+ 475.

Workup

  1. customPrepared
  2. temperaturewith heating for 15 days

Sources & evidence

ORD record
ord-df61c8048e1f4c7f902166c512734b39
Source dataset
uspto-grants-2015_01
Patent number
US08927546B2

Reaction notes

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