Tetrafluoro-m-phenylenediamine dihydrochloride → Ammonium Hydroxide

HRID 1064201ノート

反応式

HRID 1064201 の反応式
[C:1]([O:5][C:6](=[O:40])[NH:7][C@H:8]([CH:34]1[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35]1)[C:9](=[O:33])[NH:10][N:11]1[C:19]2[CH:18]=[CH:17][CH:16]=[C:15]3[C:20](=[O:24])[NH:21][N:22]=[CH:23][C:13]([C:14]=23)=[C:12]1[C:25](=[O:32])[NH:26][CH2:27][CH2:28][N:29]([CH3:31])[CH3:30])([CH3:4])([CH3:3])[CH3:2].C1(N)C(F)=C(F)C(F)=C(N)C=1F.Cl.Cl.C(OC(N[C@H](C1CCCCC1)C(O)=O)=O)(C)(C)C.Cl.CN(C)CCCN=C=NCC>CN(C)C1C=CN=CC=1.CN(C)C=O.CO>[OH-:5].[NH4+:7].[C:1]([O:5][C:6](=[O:40])[NH:7][C@H:8]([CH:34]1[CH2:35][CH2:36][CH2:37][CH2:38][CH2:39]1)[C:9](=[O:33])[NH:10][N:11]1[C:19]2[CH:18]=[CH:17][CH:16]=[C:15]3[C:20](=[O:24])[NH:21][N:22]=[CH:23][C:13]([C:14]=23)=[C:12]1[C:25](=[O:32])[NH:26][CH2:27][CH2:28][N:29]([CH3:31])[CH3:30])([CH3:4])([CH3:2])[CH3:3]

参加物

9

反応物 4

HCID 149026Tetrafluoro-m-phenylenediamine dihydrochlorideHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 7014890(2R)-2-(((tert-butoxy)carbonyl)amino)-2-cyclohexylacetic acidHCID 69746610(R)-(Cyclohexyl-[2-(2-dimethylamino-ethylcarbamoyl)-6-oxo-5,6-dihydro-1H-[1,2]diazepino[4,5,6-cd]indol-ylcarbamoyl]-methyl)-carbamic Acid tert-butyl Ester

生成物 2

HCID 14923Ammonium HydroxideHCID 69746610(R)-(Cyclohexyl-[2-(2-dimethylamino-ethylcarbamoyl)-6-oxo-5,6-dihydro-1H-[1,2]diazepino[4,5,6-cd]indol-ylcarbamoyl]-methyl)-carbamic Acid tert-butyl Ester

試薬・触媒・溶媒 3

HCID 142844-(Dimethylamino)pyridine触媒HCID 887Methanol溶媒HCID 6228Dimethylformamide溶媒

実験手順

Preparation of intermediate 228(a) from Intermediate 171(a) of Example 171 (200 mg, 0.571 mmol), (R)-tert-butoxycarbonylamino-cyclohexyl-acetic acid (147 mg, 0.571 mmol), (3-dimethylamino-propyl)-ethyl-carbodiimide hydrochloride (131 mg, 0.686 mmol), and 4-dimethylaminopyridine (84 mg, 0.688 mmol) in N,N-dimethylformamide (8.0 mL) was carried out analogously to Example 190, step 2. When the reaction was judged complete, the volatile components were removed in vacuo, and the resulting residue was dissolved in methanol and loaded onto a silica gel plug. The plug was then loaded onto a silica gel column and eluted with 40:3:0.3 dichloromethane: methanol: ammonium hydroxide to afford Intermediate 228(a) (77 mg, 0.139 mmol) as a yellow solid in 24% yield.

後処理

  1. customthe volatile components were removed in vacuo
  2. dissolutionthe resulting residue was dissolved in methanol
  3. washeluted with 40:3:0.3 dichloromethane

出典と根拠

ORDレコード
ord-66b3ae33364b44f496e82ede2e5bcc5d
出典データセット
uspto-grants-2005_11
特許番号
US06967198B2

反応ノート

読み込み中…