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Triethylamine → 7-Chloro-3-[1-(6,7-dimethoxy-4-quinazolinyl)-4-piperidinyl]-1-ethyl-1,2,3,4-tetrahydro-6-nitro-2,4-dioxoquinazoline

HRID 1451891
ノート
印刷プレビュー

反応式

HRID 1451891 の反応式
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:26])[N:7]([CH:15]3[CH2:20][CH2:19][N:18]([C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH2:17][CH2:16]3)[C:8](=[O:14])[N:9]2[CH2:12][CH3:13])=[CH:4][C:3]=1[N+:27]([O-:29])=[O:28].Br.[Cl:31][C:32]1[CH:41]=[C:40]2[C:35]([C:36](=[O:51])[N:37]([CH:45]3[CH2:50][CH2:49][NH:48][CH2:47][CH2:46]3)[C:38](=[O:44])[N:39]2[CH2:42][CH3:43])=[CH:34][C:33]=1[N+:52]([O-:54])=[O:53].Cl[C:56]1[C:65]2[C:60](=[CH:61][C:62]([O:68][CH3:69])=[C:63]([O:66][CH3:67])[CH:64]=2)[N:59]=[CH:58][N:57]=1.C(N(CC)CC)C>CO.O>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:26])[N:7]([CH:15]3[CH2:20][CH2:19][N:18]([C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH2:17][CH2:16]3)[C:8](=[O:14])[N:9]2[CH2:12][CH3:13])=[CH:4][C:3]=1[N+:27]([O-:29])=[O:28].[Cl:31][C:32]1[CH:41]=[C:40]2[C:35]([C:36](=[O:51])[N:37]([CH:45]3[CH2:50][CH2:49][N:48]([C:56]4[C:65]5[C:60](=[CH:61][C:62]([O:68][CH3:69])=[C:63]([O:66][CH3:67])[CH:64]=5)[N:59]=[CH:58][N:57]=4)[CH2:47][CH2:46]3)[C:38](=[O:44])[N:39]2[CH2:42][CH3:43])=[CH:34][C:33]=1[N+:52]([O-:54])=[O:53]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 8471TriethylamineHCID 27693644-Chloro-6,7-dimethoxyquinazolineHCID 229234127-Chloro-3-(1-ethoxycarbonyl-4-piperidinyl)-1-ethyl-1,2,3,4-tetrahydro-6-nitro-2,4-dioxoquinazoline2 回HCID 229234787-Chloro-1-ethyl-1,2,3,4-tetrahydro-6-nitro-2,4-dioxo-3-(4-piperidinyl)-quinazoline hydrobromide

生成物 2

HCID 22923390
7-Chloro-3-[1-(6,7-dimethoxy-4-quinazolinyl)-4-piperidinyl]-1-ethyl-1,2,3,4-tetrahydro-6-nitro-2,4-dioxoquinazoline
HCID 229234127-Chloro-3-(1-ethoxycarbonyl-4-piperidinyl)-1-ethyl-1,2,3,4-tetrahydro-6-nitro-2,4-dioxoquinazoline

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

The procedure similar to that described in Example 15 was repeated, except that 200.0 mg (0.47 mmol) of 7-chloro-3-(1-ethoxycarbonyl-4-piperidinyl)-1-ethyl-1,2,3,4-tetrahydro-6-nitro-2,4-dioxoquinazoline (Compound t ) was used in place of Compound a, whereby 150.6 mg of crude 7-chloro-1-ethyl-1,2,3,4-tetrahydro-6-nitro-2,4-dioxo-3-(4-piperidinyl)quinazoline hydrobromide was obtained. The product (145.0 mg, 0.31 mmol) was suspended in 10 ml of methanol, and 70 mg (0.31 mmol) of 4-chloro-6,7-dimethoxyquinazoline and 0.11 ml (0.78 mmol) of triethylamine were added thereto, followed by heating under reflux for 1 hour. After the reaction mixture was cooled to room temperature, water was added, and the precipitated crystals were collected by filtration, washed successively with water, methanol, and ether, and dried. Recrystallization of the resulting crude crystals from methanol/water gave 144.6 mg (yield from Compound t: 60%) of Compound 36 as pale yellow crystals.

後処理

  1. customwas obtained
  2. temperatureby heating
  3. temperatureunder reflux for 1 hour
  4. filtrationthe precipitated crystals were collected by filtration
  5. washwashed successively with water, methanol, and ether
  6. customdried
  7. customRecrystallization of the resulting crude crystals from methanol/water
  8. customgave

出典と根拠

ORDレコード
ord-66e8ba3ea04c44e8962ea1eb2959ee03
出典データセット
uspto-grants-1997_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05605900

反応ノート

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