1,8-Diazabicyclo(5.4.0)undec-7-ene → [4-(2,4-Dioxo(1,3-dihydroquinazolin-3-yl))phenyl]-n-[(5-chloro(2-thienyl))sulfonyl]carboxamide

HRID 38143

反応式

HRID 38143 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([NH:10][S:11]([C:14]2[S:15][C:16]([Cl:19])=[CH:17][CH:18]=2)(=[O:13])=[O:12])=[O:9])=[CH:4][CH:3]=1.[N:20]([C:23]1[CH:32]=[CH:31][CH:30]=[CH:29][C:24]=1[C:25](OC)=[O:26])=[C:21]=[O:22].C1CCN2C(=NCCC2)CC1>C1COCC1>[O:22]=[C:21]1[N:1]([C:2]2[CH:7]=[CH:6][C:5]([C:8]([NH:10][S:11]([C:14]3[S:15][C:16]([Cl:19])=[CH:17][CH:18]=3)(=[O:13])=[O:12])=[O:9])=[CH:4][CH:3]=2)[C:25](=[O:26])[C:24]2[C:23](=[CH:32][CH:31]=[CH:30][CH:29]=2)[NH:20]1

参加物

5

反応物 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 519494Methyl 2-isocyanatobenzoateHCID 131724995HCID 131724995、化合物

生成物 1

HCID 20800263[4-(2,4-Dioxo(1,3-dihydroquinazolin-3-yl))phenyl]-n-[(5-chloro(2-thienyl))sulfonyl]carboxamide収率 34%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A 44 mg portion (0.14) of (4-aminophenyl)-N-[(5-chloro(2-thienyl))sulfonyl]carboxamide was combined with 25 mg (0.14 mmol) of methyl 2-isocyanatobenzoate in 500 uL of THF followed by the addition of 1 equivalent of TEA (24 μL) and 1 equivalent of DBU. After 18 h, the mixture was purified by RP-HPLC, to give 21 mg (34%) of the desired compound. ES-MS (M+H)+=462 (Cl).

後処理

  1. customthe mixture was purified by RP-HPLC

出典と根拠

ORDレコード
ord-75f7eae99314419cb9893602e8a3a03e
出典データセット
uspto-grants-2013_09
特許番号
US08524721B2

関連ノート

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