2-Isopropyl-4,9-dihydro-3-thia-1,4,9-triazabenzo[f]azulene-10-thione → 10-[3(S)-(2(R)-Methoxy-propyl)-piperazin-1-yl]-2-isopropyl-4H-3-thia-1,4,9-triazabenzo[f]azulene

HRID 131511Notes

Reaction equation

HRID 131511 reaction equation
[CH:1]([C:4]1[S:13][C:12]2[NH:11][C:10]3[CH:14]=[CH:15][CH:16]=[CH:17][C:9]=3[NH:8][C:7](=S)[C:6]=2[N:5]=1)([CH3:3])[CH3:2].[CH3:19][O:20][C@@H:21]([CH3:29])[CH2:22][C@H:23]1[CH2:28][NH:27][CH2:26][CH2:25][NH:24]1.CO[C@H](C)C[C@H]1CNCCN1>>[CH3:19][O:20][C@H:21]([CH3:29])[CH2:22][C@@H:23]1[NH:24][CH2:25][CH2:26][N:27]([C:7]2[C:6]3[N:5]=[C:4]([CH:1]([CH3:3])[CH3:2])[S:13][C:12]=3[NH:11][C:10]3[CH:14]=[CH:15][CH:16]=[CH:17][C:9]=3[N:8]=2)[CH2:28]1

Participants

4

Reactant 3

HCID 210934792-Isopropyl-4,9-dihydro-3-thia-1,4,9-triazabenzo[f]azulene-10-thioneHCID 692118392(S)-(2(R)-methoxypropyl)piperazineHCID 692118622(S)-(2(S)-methoxypropyl)piperazine

Product 1

HCID 13609036610-[3(S)-(2(R)-Methoxy-propyl)-piperazin-1-yl]-2-isopropyl-4H-3-thia-1,4,9-triazabenzo[f]azulene

Procedure

In a manner similar to that described in Example 359, combine 2-isopropyl-4,9-dihydro-3-thia-1,4,9-triazabenzo[f]azulene-10-thione (0.865 g, 3.14 mmol) and the isomer mixture of 2(S)-(2(S)-methoxypropyl)piperazine and 2(S)-(2(R)-methoxypropyl)piperazine (0.497 g, 3.14 mmol) to obtain the title compound as a mixture of isomers: mass spectrum (APCI): m/z 400.2 (M+1).

Sources & evidence

ORD record
ord-c374929f94504615ae69794ebb4b8951
Source dataset
uspto-grants-2008_06
Patent number
US07384934B2

Reaction notes

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