4-Methylmorpholine → [(Z)-[amino-[5-chloro-1-(4-methylphenyl)sulfonyl-2-(1-methylpyrazol-4-yl)pyrrolo[2,3-b]pyridin-4-yl]methylidene]amino] 1-hydroxycyclobutane-1-carboxylate

HRID 2362739ノート

反応式

HRID 2362739 の反応式
[Cl:1][C:2]1[CH:7]=[N:6][C:5]2[N:8]([S:17]([C:20]3[CH:26]=[CH:25][C:23]([CH3:24])=[CH:22][CH:21]=3)(=[O:19])=[O:18])[C:9]([C:11]3[CH:12]=[N:13][N:14]([CH3:16])[CH:15]=3)=[CH:10][C:4]=2[C:3]=1/[C:27](=[N:29]/[OH:30])/[NH2:28].[OH:31][C:32]1([C:36](O)=[O:37])[CH2:35][CH2:34][CH2:33]1.O.ON1C2C=CC=CC=2N=N1.CN1CCOCC1.Cl.CN(C)CCCN=C=NCC>CN(C)C=O.C(OCC)(=O)C>[Cl:1][C:2]1[CH:7]=[N:6][C:5]2[N:8]([S:17]([C:20]3[CH:21]=[CH:22][C:23]([CH3:24])=[CH:25][CH:26]=3)(=[O:19])=[O:18])[C:9]([C:11]3[CH:12]=[N:13][N:14]([CH3:16])[CH:15]=3)=[CH:10][C:4]=2[C:3]=1/[C:27](=[N:29]/[O:30][C:36]([C:32]1([OH:31])[CH2:35][CH2:34][CH2:33]1)=[O:37])/[NH2:28]

参加物

8

反応物 5

HCID 79724-MethylmorpholineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrateHCID 109534701-Hydroxycyclobutanecarboxylic acidHCID 1363794975-chloro-N'-hydroxy-1-(4-methylphenyl)sulfonyl-2-(1-methylpyrazol-4-yl)pyrrolo[2,3-b]pyridine-4-carboximidamide

生成物 1

HCID 87233275[(Z)-[amino-[5-chloro-1-(4-methylphenyl)sulfonyl-2-(1-methylpyrazol-4-yl)pyrrolo[2,3-b]pyridin-4-yl]methylidene]amino] 1-hydroxycyclobutane-1-carboxylate

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A solution of (Z)-5-chloro-N′-hydroxy-2-(1-methyl-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine-4-carboximidamide (Example 138B) (44 mg, 0.099 mmol), 1-hydroxycyclobutanecarboxylic acid (12.63 mg, 0.109 mmol), 1-hydroxybenzotriazole hydrate (7.57 mg, 0.049 mmol), and 4-methylmorpholine (0.038 mL, 0.346 mmol) in anhydrous dimethylformamide (1 mL) was treated with N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (28.4 mg, 0.148 mmol). The reaction was stirred for 3 hours at ambient temperature. The reaction was diluted with ethyl acetate and washed with water and brine. The organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated to provide the title compound. MS ESI(+) m/z 542.9 [M+H]+.

後処理

  1. washwashed with water and brine
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-17df7cbb8c264c6bb57ca48254ee4519
出典データセット
uspto-grants-2014_04
特許番号
US08691810B2

反応ノート

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