Acetic Acid → HCID 53822612, 화합물

HRID 2306736노트

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HRID 2306736 반응식
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15][C:16]2[C:25]3[C:20](=[CH:21][CH:22]=[C:23]([C:26]4[N:30]([CH3:31])[C:29]([CH:32]=O)=[CH:28][N:27]=4)[CH:24]=3)[N:19]=[CH:18][N:17]=2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)(=O)C.[NH:38]1[CH2:45][CH2:44][CH2:43][C@H:39]1[C:40]([NH2:42])=[O:41].C(O[BH3-])(=O)C.[Na+]>ClCCl>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15][C:16]2[C:25]3[C:20](=[CH:21][CH:22]=[C:23]([C:26]4[N:30]([CH3:31])[C:29]([CH2:32][N:38]5[CH2:45][CH2:44][CH2:43][C@H:39]5[C:40]([NH2:42])=[O:41])=[CH:28][N:27]=4)[CH:24]=3)[N:19]=[CH:18][N:17]=2)=[CH:11][CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 111306L-ProlinamideHCID 226098202-(4-(4-Benzyloxy-phenylamino)-quinazolin-6-yl)-3-methyl-3H-imidazole-4-carbaldehydeHCID 23670382Sodiumacetoxyborohydride

생성물 1

HCID 53822612HCID 53822612, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
20 °C

실험 절차

2-(4-(4-Benzyloxy-phenylamino)-quinazolin-6-yl)-3-methyl-3H-imidazole-4-carbaldehyde was dissolved in dichloromethane (5 ml) containing glacial acetic acid (0.03 ml). L-prolinamide (0.028 g) was added and the mixture stirred at 20° C. for 0.75 hours. Sodium acetoxyborohydride (0.08 g) was added and the reaction stirred at 20° C. for 18 hours. The mixture was partitioned between 2N sodium carbonate and ethyl acetate, the organic phase was dried over magnesium sulphate and concentrated in vacuo. Chromatography on silica gave the title compound (0.008 g) as a yellow solid; tlc (SiO2, CH2Cl2:EtOH:NH3, 100:8:1) Rf 0.18; m/z (M+1)+ 534.

후처리

  1. stirringthe reaction stirred at 20° C. for 18 hours
  2. customThe mixture was partitioned between 2N sodium carbonate and ethyl acetate
  3. dry with materialthe organic phase was dried over magnesium sulphate
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-702584b794874a10b97ebc36566a0f9c
출처 데이터셋
uspto-grants-2004_12
특허 번호
US06828320B2

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