Diisopropylethylamine → 1-(2-Bromo-4,5,7,8-tetrahydro-thiazolo[4,5-d]azepin-6-yl)-2-(5-(4-fluoro-phenyl)-3-p-tolyl-(1,2,4)triazol-1-yl)-ethanone

HRID 239188노트

반응식

HRID 239188 반응식
F[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]=[C:11]([C:13]3[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=3)[N:10]([CH2:20][C:21](O)=[O:22])[N:9]=2)=[CH:4][CH:3]=1.[CH3:24]CN(C(C)C)C(C)C.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.[Br:55][C:56]1[S:57][C:58]2[CH2:64][CH2:63][NH:62][CH2:61][CH2:60][C:59]=2[N:65]=1>CN(C=O)C>[Br:55][C:56]1[S:57][C:58]2[CH2:64][CH2:63][N:62]([C:21](=[O:22])[CH2:20][N:10]3[C:11]([C:13]4[CH:14]=[CH:15][C:16]([F:19])=[CH:17][CH:18]=4)=[N:12][C:8]([C:5]4[CH:4]=[CH:3][C:2]([CH3:24])=[CH:7][CH:6]=4)=[N:9]3)[CH2:61][CH2:60][C:59]=2[N:65]=1

참가 물질

6

반응물 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 866864842-Bromo-5,6,7,8-tetrahydro-4H-thiazolo[4,5-d]azepineHCID 86686517(3,5-bis-(4-Fluoro-phenyl)-(1,2,4)triazol-1-yl)-acetic acid

생성물 1

HCID 866865211-(2-Bromo-4,5,7,8-tetrahydro-thiazolo[4,5-d]azepin-6-yl)-2-(5-(4-fluoro-phenyl)-3-p-tolyl-(1,2,4)triazol-1-yl)-ethanone

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

151 mg (3,5-bis-(4-fluoro-phenyl)-(1,2,4)triazol-1-yl)-acetic acid and 84 μL DIPEA were dissolved in 2.5 mL DMF. 154 mg TBTU was added to this solution and the mixture was stirred for 10 min. at RT. Then, 112 mg 2-bromo-5,6,7,8-tetrahydro-4H-thiazolo[4,5-d]azepine in 2.5 mL DMF was added. The mixture was stirred for 2 h at RT. The reaction-solution was purified by HPLC to yield 19.8 mg of the desired compound. Rt: 2.21 (method I), (M+H)+: 530/32

후처리

  1. stirringThe mixture was stirred for 2 h at RT
  2. customThe reaction-solution was purified by HPLC

출처 및 근거

ORD 기록
ord-8ace7d62387b47c3b11c4db2425f4cdf
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08642774B2

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