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 720141노트

반응식

HRID 720141 반응식
[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]

참가 물질

5

반응물 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

생성물 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 hydrochloride수율 60%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c990288f03f34304a8412850c42093a7
출처 데이터셋
uspto-grants-2006_11
특허 번호
US07132533B2

반응 노트

불러오는 중…