Diphenyl N-Cyanocarbonimidate → HCID 178512234、化合物

HRID 1500352ノート

反応式

HRID 1500352 の反応式
[C:1]([N:3]=[C:4]([O:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[NH:5][C:6]1[CH:7]=[CH:8][C:9]2[CH2:15][CH2:14][CH:13]([NH:16]C(OC(C)(C)C)=O)[CH2:12][CH2:11][C:10]=2[CH:24]=1)#[N:2].C1C=CC(OC(OC2C=CC=CC=2)=NC#N)=CC=1>C(O)(C)C.[H][H].[Pd]>[C:1]([N:3]=[C:4]([O:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[NH:5][C:6]1[CH:7]=[CH:8][C:9]2[CH2:15][CH2:14][C@H:13]([NH2:16])[CH2:12][CH2:11][C:10]=2[CH:24]=1)#[N:2]

参加物

5

反応物 2

HCID 688090Diphenyl N-CyanocarbonimidateHCID 178452634HCID 178452634、化合物

生成物 1

HCID 178512234HCID 178512234、化合物

試薬・触媒・溶媒 2

HCID 178506449HCID 178506449、化合物触媒HCID 3776Isopropanol溶媒

実験手順

The single enantiomer was then BOC-protected, the nitro group reduced by treatment with H2/Pd and the primary aniline treated with diphenyl cyanocarbonimidate (slight excess) in 20 mL of isopropanol with stirring at ambient temperature overnight. The solid was filtered, washed with isopropanol and ether and dried to give phenyl (7S)—N′-cyano-N-(7-amino-6,7,8,9-tetrahydro-5H-benzo[7]annulene-2-yl)carbamimidate, as a white solid in high yield (from the single enantiomer via transamination).

後処理

  1. filtrationThe solid was filtered
  2. washwashed with isopropanol and ether
  3. customdried

出典と根拠

ORDレコード
ord-bac8a748b96c477a93855a46d68e18da
出典データセット
uspto-grants-2015_12
特許番号
US09206161B2

反応ノート

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