[4-(4-Methylpiperazin-1-yl)phenyl]thiourea → [4-(4-Methyl-piperazin-1-yl)-phenyl]-(5-thiophen-3-yl-thiazol-2-yl)-amine

HRID 1713661Notes

Reaction equation

HRID 1713661 reaction equation
CN(C[C:5]1[CH:6]=[C:7]([NH:11][C:12]2[S:13][C:14]([C:17]3[CH:21]=[CH:20][S:19][CH:18]=3)=[CH:15][N:16]=2)[CH:8]=[CH:9][CH:10]=1)C.[CH3:22][N:23]1[CH2:28][CH2:27][N:26](C2C=CC(NC(N)=S)=CC=2)[CH2:25][CH2:24]1>>[CH3:22][N:23]1[CH2:28][CH2:27][N:26]([C:10]2[CH:5]=[CH:6][C:7]([NH:11][C:12]3[S:13][C:14]([C:17]4[CH:21]=[CH:20][S:19][CH:18]=4)=[CH:15][N:16]=3)=[CH:8][CH:9]=2)[CH2:25][CH2:24]1

Participants

3

Reactant 2

HCID 39146979[4-(4-Methylpiperazin-1-yl)phenyl]thioureaHCID 58923521(3-Dimethylaminomethyl-phenyl)-(5-thiophen-3-yl-thiazol-2-yl)-amine

Product 1

HCID 58923513[4-(4-Methyl-piperazin-1-yl)-phenyl]-(5-thiophen-3-yl-thiazol-2-yl)-amine

Procedure

The title compound is prepared as described in Example 19 for (3-dimethylaminomethyl-phenyl)-(5-thiophen-3-yl-thiazol-2-yl)-amine but starting from [4-(4-methyl-piperazin-1-yl)-phenyl]-thiourea (Example 5). MPLC (CH3CN/H2O/TFA) purification affords the title compound: ES-MS: 357.1 [M+H]+; single peak at tR=2.82 min (System 2); Rf=0.59 (CH2Cl2/MeOH, 90/10).

Workup

  1. customThe title compound is prepared
  2. customMPLC (CH3CN/H2O/TFA) purification

Sources & evidence

ORD record
ord-9e895797d27241eeb4daf53ed9b9f518
Source dataset
uspto-grants-2010_09
Patent number
US07795288B2

Reaction notes

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