Triethylamine → HCID 70041683, compound

HRID 1379408Notes

Reaction equation

HRID 1379408 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C@@:7]([C:16]([NH:18][CH:19]([CH2:34]C1C=CC=CC=1)[CH:20]([OH:33])[C:21]([F:32])([F:31])[CH:22]([NH2:30])[CH2:23]C1C=CC=CC=1)=[O:17])([CH:13]([CH3:15])[CH3:14])[NH:8][C:9]([O:11][CH3:12])=[O:10].[CH2:41]([S:44](Cl)(=[O:46])=[O:45])[CH2:42][CH3:43].C(N(CC)CC)C>>[CH2:41]([S:44]([NH:30][CH:22]([C:21]([F:31])([F:32])[CH:20]([OH:33])[CH:19]([NH:18][C:16](=[O:17])[C@:7]([C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=1)([CH:13]([CH3:15])[CH3:14])[NH:8][C:9]([O:11][CH3:12])=[O:10])[CH3:34])[CH3:23])(=[O:46])=[O:45])[CH2:42][CH3:43]

Participants

4

Reactant 3

HCID 8471TriethylamineHCID 662791-Propanesulfonyl chlorideHCID 70043809HCID 70043809, compound

Product 1

HCID 70041683HCID 70041683, compoundYield 65%

Procedure

Reaction of the resultant compound from Example 269 and 1 equivalent of propane-sulfonyl chloride and 1.1 equivalent of triethylamine provided the desired product in 65% yield. Mass spectrum: (M+H)+ =661. 1H NMR (CDCl3) δ0.80 (d, 3H), 0.88 (m, 2H), 0.95 (d, 3H), 1.10 (t, 3H), 2.0 (m, 3H), 2.40 (m, 2H), 2.85-3.15 (m, 4H), 3.30 (m, 1H), 3.50 (m, 1H), 3.95 (m, 1H), 4.90 (m, 1H), 5.25 (m, 3H), 6.12 (br d, 1H), 7.20 (m, 12H), 7.70 (m, 1H), 8.60 (m, 1H).

Sources & evidence

ORD record
ord-24434b2c4c9944698fc0f46624142d21
Source dataset
uspto-grants-1997_09
Patent number
US05670675

Reaction notes

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