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4-(Chloromethyl)-1-trityl-1H-imidazole → 4-[7-Methyl-1-naphthalen-1-ylmethyl-2-oxo-3,3-bis-(1-trityl-1h-imidazol-4-ylmethyl)-2,3-dihydro-1h-indol-6-yl]-benzonitrile

HRID 1355678
ノート
印刷プレビュー

反応式

HRID 1355678 の反応式
[CH3:1][C:2]1[C:3]([C:23]2[CH:30]=[CH:29][C:26]([C:27]#[N:28])=[CH:25][CH:24]=2)=[CH:4][CH:5]=[C:6]2[C:10]=1[N:9]([CH2:11][C:12]1[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:15]=[CH:14][CH:13]=1)[C:8](=[O:22])[CH2:7]2.Cl[CH2:32][C:33]1[N:34]=[CH:35][N:36]([C:38]([C:51]2[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=2)([C:45]2[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=2)[C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[CH:37]=1>C1COCC1>[CH3:1][C:2]1[C:3]([C:23]2[CH:24]=[CH:25][C:26]([C:27]#[N:28])=[CH:29][CH:30]=2)=[CH:4][CH:5]=[C:6]2[C:10]=1[N:9]([CH2:11][C:12]1[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:15]=[CH:14][CH:13]=1)[C:8](=[O:22])[C:7]2([CH2:32][C:33]1[N:34]=[CH:35][N:36]([C:38]([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)([C:45]2[CH:46]=[CH:47][CH:48]=[CH:49][CH:50]=2)[C:51]2[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=2)[CH:37]=1)[CH2:32][C:33]1[N:34]=[CH:35][N:36]([C:38]([C:51]2[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=2)([C:45]2[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=2)[C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[CH:37]=1
参加物実験手順出典と根拠反応ノート

参加物

4

反応物 2

HCID 27631764-(Chloromethyl)-1-trityl-1H-imidazoleHCID 185077584-(7-Methyl-1-naphthalen-1-ylmethyl-2-oxo-2,3-dihydro-1h-indol-6-yl)-benzonitrile

生成物 1

HCID 881189894-[7-Methyl-1-naphthalen-1-ylmethyl-2-oxo-3,3-bis-(1-trityl-1h-imidazol-4-ylmethyl)-2,3-dihydro-1h-indol-6-yl]-benzonitrile

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

The title compound of 13A (250 mg, 0.644 mmol) and 4-chloromethyl-1-trityl-1H-imidazole compound (694 mg, 1.93 mmol) were dissolved in 4 ml of anhydrous THF under an atmosphere of dry N2. To this solution was added 95% KHMDS (338 mg, 1.61 mmol) and the reaction mixture was subsequently stirred overnight. The reaction mixture was partitioned between ethyl acetate and aqueous saturated NaHCO3. The organic layer was dried over MgSO4, filtered and concentrated under vacuum to give a pink solid which was chromatographed on flash silica gel eluting with a gradient of ethyl acetate to MeOH in ethyl acetate (10%) to give the title compound of 14A (348 mg, 52% yield).

出典と根拠

ORDレコード
ord-9a2d95e21c92450e98390ddb5c97f240
出典データセット
uspto-grants-2003_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06586447B1

反応ノート

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