Ammonium Hydroxide → HCID 178476643, 화합물

HRID 51573노트

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HRID 51573 반응식
Cl[C:2]1[C:3]2[C:10]([C:11]3[CH:16]=[CH:15][C:14]([O:17][C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)=[C:13]([O:24][CH3:25])[CH:12]=3)=[CH:9][N:8]([C@H:26]3[CH2:31][CH2:30][C@H:29]([N:32]4[CH2:37][CH2:36][NH:35][CH2:34][CH:33]4[CH3:38])[CH2:28][CH2:27]3)[C:4]=2[N:5]=[CH:6][N:7]=1.[OH-:39].[NH4+:40]>O1CCOCC1>[C:18]([OH:39])(=[O:17])[CH3:23].[CH3:25][O:24][C:13]1[CH:12]=[C:11]([C:10]2[C:3]3[C:2]([NH2:40])=[N:7][CH:6]=[N:5][C:4]=3[N:8]([C@H:26]3[CH2:27][CH2:28][C@H:29]([N:32]4[CH2:37][CH2:36][N:35]([CH3:34])[CH2:38][CH2:33]4)[CH2:30][CH2:31]3)[CH:9]=2)[CH:16]=[CH:15][C:14]=1[O:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

참가 물질

4

반응물 2

HCID 14923Ammonium HydroxideHCID 178487629HCID 178487629, 화합물

생성물 1

HCID 178476643HCID 178476643, 화합물수율 58%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

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온도
120 °C

실험 절차

A mixture of trans-4-chloro-5-(3-methoxy-4-phenoxyphenyl)-7-[4-(methylpiperazino)cyclohexyl]-7H-pyrrolo[2,3-d]pyrimidine (220 mg, 0.414 mmol) in 1,4-dioxane (20 mL) and 30% aqueous ammonium hydroxide (20 mL) was heated at 120° C. in a sealed tube for 18 hours then cooled, concentrated under reduced pressure and purified by preparative RP-HPLC to give trans-5-(3-methoxy-4-phenoxyphenyl)-7-[4-(4-methylpiperazino)cyclohexyl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine acetate (122 mg, 58%): 1H NMR (DMSO-d6, 400 MHz) δ 8.14(s, 1H), 7.49(s, 1H), 7.32(t, 2H), 7.22(s, 1H), 7.10(d, 1H), 7.05(m, 2H), 6.92(d, 2H), 6.2(bs, 2H), 4.56(m, 1H), 3.79 (s, 3H), 2.2-2.6(m, 9H), 2.15(s, 3H), 1.8-2.05(m, 6H), 1.90(s, 6H), 1.45(m, 2H); MS MH-513.4; RP-HPLC (Hypersil HS, 5 μm, 100 A 4.6×250 mm; 25%-100% acetonitrile—0.05 M ammonium acetate over 10 min, 1 ml/min) tr 14.77 min.

후처리

  1. temperaturethen cooled
  2. concentrationconcentrated under reduced pressure
  3. custompurified by preparative RP-HPLC

출처 및 근거

ORD 기록
ord-a81d754e0e5b4c81a3e9087a7bb5269e
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06713474B2

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