1-Dansylpiperazine → HCID 69519488, compound

HRID 1179964Notes

Reaction equation

Cl[C:2]([O:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][N:13]=2)=[CH:7][CH:6]=1)=[O:3].[CH3:22][N:23]([CH3:43])[C:24]1[CH:33]=[CH:32][CH:31]=[C:30]2[C:25]=1[CH:26]=[CH:27][CH:28]=[C:29]2[S:34]([N:37]1[CH2:42][CH2:41][NH:40][CH2:39][CH2:38]1)(=[O:36])=[O:35]>>[F:19][C:18]([F:21])([F:20])[C:15]1[CH:16]=[CH:17][C:12]([O:11][C:8]2[CH:9]=[CH:10][C:5]([O:4][C:2]([N:40]3[CH2:41][CH2:42][N:37]([S:34]([C:29]4[C:30]5[C:25](=[C:24]([N:23]([CH3:43])[CH3:22])[CH:33]=[CH:32][CH:31]=5)[CH:26]=[CH:27][CH:28]=4)(=[O:36])=[O:35])[CH2:38][CH2:39]3)=[O:3])=[CH:6][CH:7]=2)=[N:13][CH:14]=1

Participants

Reactant 2

HCID 117386971-Dansylpiperazine

HCID 220477624-(5-Trifluoromethylpyridin-2-yloxy)-phenyl chloroformate

Product 1

HCID 69519488HCID 69519488, compoundYield 32%

Procedure

The title compound was prepared from 4-(5-trifluoromethyl-pyridin-2-yloxy)-phenyl chloroformate and 1-(5-dimethylamino-naphthalene-1-sulfonyl)-piperazine and purified by flash chromatography (ethyl acetate—heptane 1:4), yield 32%. Pale crystals, HPLC-MS: m/z: 601(M+1) at Rt=5.2 min.; m.p. ° C.; IR (KBr): ν 1723 (C═O) cm−1.

Workup

custompurified by flash chromatography (ethyl acetate—heptane 1:4), yield 32%

Sources & evidence

ORD record: ord-cf0a014e9b6e48319a9aa31ff934f036
Source dataset: uspto-grants-2007_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07279470B2

Reaction notes

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