Trifluoroacetic acid → HCID 14107799, 화합물

HRID 2291828노트

반응식

C(O)(C(F)(F)F)=O.C([SiH](CC)CC)C.[CH3:15][N:16]1[C@H:30]2[C:20]([C:21]3[CH:22]=[CH:23][CH:24]=[C:25]4[C:31]=3[C:28]([CH2:29]2)=[CH:27][NH:26]4)=[CH:19][C@@H:18]([CH2:32][S:33][C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][N:35]=2)[CH2:17]1>>[CH3:15][N:16]1[C@H:30]2[C:20]([C:21]3[CH:22]=[CH:23][CH:24]=[C:25]4[C:31]=3[C:28]([CH2:29]2)=[CH:27][NH:26]4)=[CH:19][C@@H:18]([CH2:32][S:33][C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][N:35]=2)[CH2:17]1.[CH3:15][N:16]1[C@H:30]2[C:20]([C:21]3[CH:22]=[CH:23][CH:24]=[C:25]4[C:31]=3[C@H:28]([CH2:29]2)[CH2:27][NH:26]4)=[CH:19][C@@H:18]([CH2:32][S:33][C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][N:35]=2)[CH2:17]1

참가 물질

반응물 3

HCID 6422Trifluoroacetic acid

HCID 12052Triethylsilane

HCID 9884658Tiomergine

생성물 2

HCID 9884658Tiomergine

HCID 14107799HCID 14107799, 화합물수율 76%

실험 절차

(5β,8β)-9,10-didehydro-6-methyl-8-(2-pyridylthiomethyl)ergoline was prepared as described by Stutz et al., J. Med. Chem 1978, 21, 754. Following procedures essentially as described in Example 1, a mixture of 12 ml of TFA, 2.9 g (25.0 mmol) of triethylsilane and 2.23 g (6.4 mmol) (5β,8β)-9,10-didehydro-6-methyl-8-(2pyridylthiomethyl)ergoline was stirred overnight and gave 0.85 g of the title compound (38%) following HPLC (5% methanol/chloroform/0.5% ammonium hydroxide) and recrystallization from diethyl ether/hexane, mp. 68°-71° C.

출처 및 근거

ORD 기록: ord-5ed71f7672ef4c83872ea0bc52101d62
출처 데이터셋: uspto-grants-1989_01
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US04798834

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