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Triethylamine → N-[(1S,1aR,7bR)-4,7-difluoro-1,1a,2,7b-tetrahydrocyclopropa[c]chromen-1-yl]-N'-(6-fluoro-1,3-benzothiazol-2-yl)urea

HRID 2084347
ノート
印刷プレビュー

反応式

HRID 2084347 の反応式
[F:1][C:2]1[C:11]2[O:10][CH2:9][C@H:8]3[C@@H:12](C(O)=O)[C@H:7]3[C:6]=2[C:5]([F:16])=[CH:4][CH:3]=1.C([N:19]([CH2:22]C)CC)C.[NH2:24][C:25]1[S:26][C:27]2[CH:33]=[C:32]([F:34])[CH:31]=[CH:30][C:28]=2[N:29]=1.C1C=CC(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:42])=CC=1>C1(C)C=CC=CC=1>[F:1][C:2]1[C:11]2[O:10][CH2:9][C@H:8]3[C@@H:12]([NH:19][C:22]([NH:24][C:25]4[S:26][C:27]5[CH:33]=[C:32]([F:34])[CH:31]=[CH:30][C:28]=5[N:29]=4)=[O:42])[C@H:7]3[C:6]=2[C:5]([F:16])=[CH:4][CH:3]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 8471TriethylamineHCID 199401P,P-Diphenylphosphinic azideHCID 3199542-Amino-6-fluorobenzothiazoleHCID 21304923(1S,1aR,7bS)-4,7-difluoro-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-1-carboxylic acid

生成物 1

HCID 21304926N-[(1S,1aR,7bR)-4,7-difluoro-1,1a,2,7b-tetrahydrocyclopropa[c]chromen-1-yl]-N'-(6-fluoro-1,3-benzothiazol-2-yl)urea

試薬・触媒・溶媒

1
HCID 1140Toluene溶媒

反応条件

温度
110 °C

実験手順

(1S,1aR,7bS)-4,7-difluoro-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-1-carboxylic acid (50 mg, 0.22 mmol, ee˜90%) was mixed with toluene (1 ml), triethylamine (0.034 ml, 1.1 eq), 2-amino-6-fluoro-1,3-benzothiazole (41 mg, 1.1 eq), DPPA (0.054 ml, 1.1 eq). The reaction mixture was then heated at stirring at 110° C. for 3 h. The reaction mixture was concentrated by rotary evaporation and the product was crystallized from ethanol and collected by filtration to give 20 mg of the product as white solid.

後処理

  1. temperatureThe reaction mixture was then heated
  2. concentrationThe reaction mixture was concentrated by rotary evaporation
  3. customthe product was crystallized from ethanol
  4. filtrationcollected by filtration

出典と根拠

ORDレコード
ord-9ca34ba4fffb4c50be240131ee134b17
出典データセット
uspto-grants-2004_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06716850B2

反応ノート

読み込み中…

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