Ammonium Chloride → HCID 178508038, 화합물

HRID 491881노트

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HRID 491881 반응식
[CH2:1]([O:8][C:9]([C@H:11]1[CH2:16][CH2:15][C@@H:14]([N:17]([CH2:47][CH2:48][O:49][CH2:50][C:51]2[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=2)[C:18](=[O:46])[CH2:19][CH2:20][C@H:21]([NH:28][CH2:29][C:30]2[C:35]([N+:36]([O-])=O)=[CH:34][N:33]=[C:32]([O:39][C:40]3[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=3)[CH:31]=2)[CH:22]2[CH2:27][CH2:26][O:25][CH2:24][CH2:23]2)[CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH4+].[Cl-]>CO.[Zn]>[CH2:1]([O:8][C:9]([C@H:11]1[CH2:12][CH2:13][C@@H:14]([N:17]([C:18](=[O:46])[CH2:19][CH2:20][C@H:21]([NH:28][CH2:29][C:30]2[C:35]([NH2:36])=[CH:34][N:33]=[C:32]([O:39][C:40]3[CH:41]=[CH:42][CH:43]=[CH:44][CH:45]=3)[CH:31]=2)[CH:22]2[CH2:27][CH2:26][O:25][CH2:24][CH2:23]2)[CH2:47][CH2:48][O:49][CH2:50][C:51]2[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=2)[CH2:15][CH2:16]1)=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 2

HCID 25517Ammonium ChlorideHCID 178520644HCID 178520644, 화합물

생성물 1

HCID 178508038HCID 178508038, 화합물

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 887Methanol용매

실험 절차

Zinc dust (21.4 g, 330 mmol) was carefully added into a solution of 4-{(2-benzyloxy-ethyl)-[4-[(5-nitro-2-phenoxy-pyridin-4-ylmethyl)-amino]-4-(S)-(tetrahydro-pyran-4-yl)-butyryl]-amino}-cis-cyclohexanecarboxylic acid benzyl ester (1.85 g, 2.4 mmol) and NH4Cl (2.6 g, 48 mmol) in MeOH (300 mL). The resulting mixture was refluxed 4 hours. The MeOH was removed before EtOAc (300 mL) was added. The resulting solution washed with aq. NaHCO3 and aq. NaCl. The organic layer was dried with MgSO4, filtered, and evaporated to yield 4-[[4-[(5-amino-2-phenoxy-pyridin-4-ylmethyl)-amino]-4-(S)-(tetrahydro-pyran-4-yl)-butyryl]-(2-benzyloxy-ethyl)-amino]-cis-cyclohexanecarboxylic acid benzyl ester as a light brown oil.

후처리

  1. temperatureThe resulting mixture was refluxed 4 hours
  2. customThe MeOH was removed before EtOAc (300 mL)
  3. additionwas added
  4. washThe resulting solution washed with aq. NaHCO3 and aq. NaCl
  5. dry with materialThe organic layer was dried with MgSO4
  6. filtrationfiltered
  7. customevaporated

출처 및 근거

ORD 기록
ord-9d2cf31b9e9a463ebce8e9329f2febef
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07531545B2

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