HCID 66711468, compound → HCID 66711952, compound

HRID 1262052Notes

Reaction equation

HRID 1262052 reaction equation
NC1C=CC(N2CCC[C@H](C(N3CCN(C)CC3)=O)C2)=CC=1OC.[CH3:25][O:26][C:27]1[CH:28]=[C:29]([N:36]([CH3:47])[C:37](=[O:46])[CH2:38][N:39]2[CH2:44][CH2:43][N:42]([CH3:45])[CH2:41][CH2:40]2)[CH:30]=[CH:31][C:32]=1[N+:33]([O-])=O>>[NH2:33][C:32]1[CH:31]=[CH:30][C:29]([N:36]([CH3:47])[C:37](=[O:46])[CH2:38][N:39]2[CH2:40][CH2:41][N:42]([CH3:45])[CH2:43][CH2:44]2)=[CH:28][C:27]=1[O:26][CH3:25]

Participants

3

Reactant 2

HCID 66711468HCID 66711468, compoundHCID 66712120HCID 66712120, compound

Product 1

HCID 66711952HCID 66711952, compound

Procedure

N-(4-Amino-3-methoxy-phenyl)-N-methyl-2-(4-methyl-piperazin-1-yl)-acetamide was prepared in an analogous fashion to [(S)-1-(4-Amino-3-methoxy-phenyl)-piperidin-3-yl]-(4-methyl-piperazin-1-yl)-methanone of Example 460c replacing [(S)-1-(3-Methoxy-4-nitro-phenyl)-piperidin-3-yl]-(4-methyl-piperazin-1-yl)-methanone with N-(3-Methoxy-4-nitro-phenyl)-N-methyl-2-(4-methyl-piperazin-1-yl)-acetamide. N-(4-Amino-3-methoxy-phenyl)-N-methyl-2-(4-methyl-piperazin-1-yl)-acetamide was purified by trituration with Et2O to give pure product as a brown solid, MP 115-118° C. (390 mg, 93%). LC/MS (E/I+) 293 (M−15).

Workup

  1. customN-(4-Amino-3-methoxy-phenyl)-N-methyl-2-(4-methyl-piperazin-1-yl)-acetamide was purified by trituration with Et2O
  2. customto give pure product as a brown solid, MP 115-118° C. (390 mg, 93%)

Sources & evidence

ORD record
ord-3ce6d1d7a9fe47e2bf90c8530e6ac683
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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