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Diisopropylethylamine → (R)-tert-Butyl 4-fluoro-2-(4-(8-fluorochroman-4-ylamino)-5-nitropyrimidin-2-ylamino)phenylcarbamate

HRID 1363184
ノート
印刷プレビュー

反応式

HRID 1363184 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[C:4]([NH:16][C:17]2[N:22]=[C:21](SC#N)[C:20]([N+:26]([O-:28])=[O:27])=[CH:19][N:18]=2)[CH:3]=1.Cl.[F:30][C:31]1[CH:32]=[CH:33][CH:34]=[C:35]2[C:40]=1[O:39][CH2:38][CH2:37][C@H:36]2[NH2:41].C(N(CC)C(C)C)(C)C>C1COCC1>[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:13])([CH3:14])[CH3:12])=[C:4]([NH:16][C:17]2[N:22]=[C:21]([NH:41][C@H:36]3[C:35]4[C:40](=[C:31]([F:30])[CH:32]=[CH:33][CH:34]=4)[O:39][CH2:38][CH2:37]3)[C:20]([N+:26]([O-:28])=[O:27])=[CH:19][N:18]=2)[CH:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 52911303(R)-8-fluorochroman-4-amine hydrochlorideHCID 59704889tert-Butyl 4-fluoro-2-(5-nitro-4-thiocyanatopyrimidin-2-ylamino)phenylcarbamate

生成物 1

HCID 66970500(R)-tert-Butyl 4-fluoro-2-(4-(8-fluorochroman-4-ylamino)-5-nitropyrimidin-2-ylamino)phenylcarbamate収率 94%

試薬・触媒・溶媒 1

HCID 8028
Tetrahydrofuran
溶媒

実験手順

tert-Butyl 4-fluoro-2-(5-nitro-4-thiocyanatopyrimidin-2-ylamino)phenylcarbamate (2.0 g) was added to a solution of (R)-8-fluorochroman-4-amine hydrochloride (1.1 gram) and N,N-diisopropylethylamine (2.2 mL) in THF (anhydrous, 50 mL). The mixture was stirred for 6 hr at room temperature then partitioned between water and EtOAc and separated. The aq. layer was washed with additional EtOAc and the combined organics were dried over Na2SO4 and concentrated in vacuo to give the title product in 94% yield. MH+=515, 459 (-tBu).

後処理

  1. customthen partitioned between water and EtOAc
  2. customseparated
  3. washThe aq. layer was washed with additional EtOAc
  4. dry with materialthe combined organics were dried over Na2SO4
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-d669e432bbc343e1a42a5dd14818087b
出典データセット
uspto-grants-2011_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07884109B2

反応ノート

読み込み中…

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