Hydrochloric Acid → (2r)-2-Amino-2-(4-hydroxyphenyl)-n-(6-oxo-2-phenyl-5,6-dihydro-1h-[1,2]diazepino[4,5,6-cd]indol-8-yl)ethanamide hydrochloride

HRID 1064182ノート

反応式

HRID 1064182 の反応式
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]([NH:32]C(=O)OC(C)(C)C)[C:9](=[O:31])[NH:10][C:11]2[CH:12]=[C:13]3[C:29](=[O:30])[NH:28][N:27]=[CH:26][C:15]4=[C:16]([C:20]5[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=5)[NH:17][C:18]([CH:19]=2)=[C:14]34)=[CH:4][CH:3]=1.[ClH:40].C(N(CC)CC)C>O1CCOCC1>[ClH:40].[NH2:32][C@H:8]([C:5]1[CH:4]=[CH:3][C:2]([OH:1])=[CH:7][CH:6]=1)[C:9]([NH:10][C:11]1[CH:12]=[C:13]2[C:29](=[O:30])[NH:28][N:27]=[CH:26][C:15]3=[C:16]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)[NH:17][C:18]([CH:19]=1)=[C:14]23)=[O:31]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 1361816521,1-Dimethylethyl (1R)-1-(4-hydroxyphenyl)-2-oxo-2-[(6-oxo-2-Phenyl-5,6-dihydro-1H-[1,2]diazepino[4,5,6-cd]indol-8-yl)amino]ethylcarbamate

生成物 1

HCID 136401950(2r)-2-Amino-2-(4-hydroxyphenyl)-n-(6-oxo-2-phenyl-5,6-dihydro-1h-[1,2]diazepino[4,5,6-cd]indol-8-yl)ethanamide hydrochloride収率 60%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

Preparation of example 175 from the title compound of Example 153 (38 mg, 0.072 mmol) and 4M HCl in dioxane (10 mL) was carried out analogously to Example 91. Isolation, also in an analogous manner, included freebasing with triethylamine and subsequent silica gel chromatography eluting with 3:1:1 hexane:ethyl acetate:ethanol. With ice bath cooling, the purified freebase in CH2Cl2 (10 mL) was treated with 4M HCl in dioxane (0.1 mL). After removal of the volatile components, the title compound (20 mg, 0.043 mmol) was obtained as an orange/yellow powder in 60% yield.

後処理

  1. washeluting with 3:1:1 hexane
  2. temperatureWith ice bath cooling
  3. additionthe purified freebase in CH2Cl2 (10 mL) was treated with 4M HCl in dioxane (0.1 mL)
  4. customAfter removal of the volatile components

出典と根拠

ORDレコード
ord-4a6b0a2eba084faba126717ae0cf6e42
出典データセット
uspto-grants-2005_11
特許番号
US06967198B2

反応ノート

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