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Hydrochloric Acid → 3-(1-Benzyl-piperidin-4-yl)1,3,4,5-tetrahydro-benzo[d][1,3]diazepin-2-one

HRID 1452711
ノート
印刷プレビュー

反応式

HRID 1452711 の反応式
C[O:2][C:3]([NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[CH2:12][C:13]([NH:15][CH:16]1[CH2:21][CH2:20][N:19]([CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH2:18][CH2:17]1)=O)=O.[H-].C([Al+]CC(C)C)C(C)C.Cl.[OH-].[Na+]>C1(C)C=CC=CC=1>[C:23]1([CH2:22][N:19]2[CH2:18][CH2:17][CH:16]([N:15]3[CH2:13][CH2:12][C:7]4[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=4[NH:5][C:3]3=[O:2])[CH2:21][CH2:20]2)[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=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 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 21225700DiisobutylaluminumhydrideHCID 25208190HCID 25208190、化合物

生成物 1

HCID 162024883-(1-Benzyl-piperidin-4-yl)1,3,4,5-tetrahydro-benzo[d][1,3]diazepin-2-one

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒
2 回

反応条件

温度
80 °C

実験手順

5.00 g (13.11 mmol, 1.0 eq) 2-methoxycarbonylamino-N-[1-(phenylmethyl)-4-piperidinyl]-phenylacetamide from Example 3 are suspended in 50 ml of toluene and heated to 80° C. At this temperature 56.1 g (78.61 mmol, 6.0 eq) diisobutylaluminium hydride in toluene (20%) are metered in. After the addition has ended the reaction mixture is stirred for another 30 minutes at this temperature. After cooling to 10° C. the mixture is adjusted to pH=2.5 with hydrochloric acid. The precipitate formed is dissolved with sodium hydroxide solution and after phase separation the organic phase is washed with 50 ml of water. The organic phase is evaporated down in vacuo to an oil and combined with 50 ml of methanol.

後処理

  1. additionAfter the addition
  2. temperatureAfter cooling to 10° C. the mixture
  3. customThe precipitate formed
  4. customafter phase separation the organic phase
  5. washis washed with 50 ml of water
  6. customThe organic phase is evaporated down in vacuo to an oil

出典と根拠

ORDレコード
ord-c8423b4bfba7440093ea8d11f0db2509
出典データセット
uspto-grants-2009_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07473778B2

反応ノート

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