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

HRID 2084348ノート

反応式

HRID 2084348 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][CH3:23])[CH2:20]C)C.[NH2:24][C:25]1C=C[N:28]=[CH:27][N:26]=1.C1C=CC(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:38])=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:24][C:25]([NH:26][C:27]4[CH:23]=[CH:22][N:19]=[CH:20][N:28]=4)=[O:38])[C@H:7]3[C:6]=2[C:5]([F:16])=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 8471TriethylamineHCID 689584-AminopyrimidineHCID 199401P,P-Diphenylphosphinic azideHCID 21304923(1S,1aR,7bS)-4,7-difluoro-1,1a,2,7b-tetrahydrocyclopropa[c]chromene-1-carboxylic acid

生成物 1

HCID 60077559N-[(1S,1aR,7bR)-4,7-difluoro-1,1a,2,7b-tetrahydrocyclopropa[c]chromen-1-yl]-N'-(4-pyrimidinyl)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), 4-aminopyrimidine (25 mg, 1.1 eq), DPPA (0.054 ml, 1.1 eq). The reaction mixture was then heated with 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-97bb1be96e7145c389859ae625720692
出典データセット
uspto-grants-2004_04
特許番号
US06716850B2

反応ノート

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