Ethanol → HCID 23513730, compound

HRID 353464Notes

Reaction equation

N1C=CC(C2C=CC(C(O)=O)=CC=2)=CC=1.BrC1C=C2C(=CC=1)NC(S(N1CCNCC1)(=O)=O)=C2.CS(O)(=O)=O.[Br:40][C:41]1[CH:42]=[C:43]2[C:47](=[CH:48][CH:49]=1)[NH:46][C:45]([S:50]([N:53]1[CH2:58][CH2:57][N:56]([C:59](=[O:72])[C:60]3[CH:65]=[CH:64][C:63]([C:66]4[CH:71]=[CH:70][N:69]=[CH:68][CH:67]=4)=[CH:62][CH:61]=3)[CH2:55][CH2:54]1)(=[O:52])=[O:51])=[CH:44]2.C(O)C>>[Br:40][C:41]1[CH:42]=[C:43]2[C:47](=[CH:48][CH:49]=1)[NH:46][C:45]([S:50]([N:53]1[CH2:58][CH2:57][N:56]([C:59](=[O:72])[C:60]3[CH:61]=[CH:62][C:63]([C:66]4[CH:71]=[CH:70][N:69]=[CH:68][CH:67]=4)=[CH:64][CH:65]=3)[CH2:55][CH2:54]1)(=[O:52])=[O:51])=[CH:44]2

Participants

Reactant 4

HCID 702Ethanol

HCID 15208114-(Pyridin-4-yl)benzoic acid

HCID 23513722HCID 23513722, compound

HCID 23513731HCID 23513731, compound

Product 1

HCID 23513730HCID 23513730, compound

Procedure

By a method analogous to that described in Example 3 starting from 4-(4-pyridyl)benzoic acid (199 mg, 1 mmol) and 1-(5-bromoindol-2-ylsulphonyl)piperazine (344 mg, 1 mmol, 1 mol eq.), was prepared 1-(5-bromoindol-2-ylsulphonyl)-4-[4-(4-pyridyl)benzoyl]piperazine methane sulphonic acid salt, (155 mg), 1H NMR (d6-DMSO) 2.3 (s, 3H), 3.0-3.3 (broad d, 4H), 3.4-3.8 (broad d, 4H), 7.0 (d, 1H), 7.45 (s, 2H), 7.6 (d, 2H), 7.95 (s, 1H), 8.0 (d, 2H), 8.25 (d, 2H), 8.9 (d, 2H), 12.4 (s, 1H), signals were also present due to ethanol (0.15 mol equiv.); MS (M+H)+ 525/527.

Sources & evidence

ORD record: ord-c9a618e2e21b4dfc88878161f76a3197
Source dataset: uspto-grants-2004_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06753331B1

Reaction notes

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