Methanol → HCID 178425295, 화합물

HRID 1047837노트

반응식

HRID 1047837 반응식
[CH:1]1([O:5][C:6]2[C:26]([CH3:27])=[CH:25][CH:24]=[CH:23][C:7]=2[C:8]([NH:10][C:11]2([C:20](O)=[O:21])[CH2:19][C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH2:12]2)=[O:9])[CH2:4][CH2:3][CH2:2]1.[NH2:28][C:29]1[NH:33][N:32]=[N:31][N:30]=1.Cl.CN(C)CCCN=C=NCC.CO>CN(C)C1C=CN=CC=1.C(Cl)Cl>[NH:30]1[C:29]([NH:28][C:20]([C:11]2([NH:10][C:8](=[O:9])[C:7]3[CH:23]=[CH:24][CH:25]=[C:26]([CH3:27])[C:6]=3[O:5][CH:1]3[CH2:4][CH2:3][CH2:2]3)[CH2:19][C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH2:12]2)=[O:21])=[N:33][N:32]=[N:31]1

참가 물질

7

반응물 4

HCID 887MethanolHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 251602822-(2-Cyclobutoxy-3-methyl-benzoylamino)-indan-2-carboxylic acidHCID 178509299HCID 178509299, 화합물

생성물 1

HCID 178425295HCID 178425295, 화합물수율 68%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매2회

실험 절차

A 40 mL tube is charged with 2-[(2-cyclobutoxy-3-methyl-benzoyl)-amino]-indan-2-carboxylic acid (323 mg, 0.884 mmol) and dry DCM (7 mL). A stirring bar is added and stirring is initiated. 5-Amino-1H-tetrazole (113 mg, 1.33 mmol) is added. To the resultant suspension, N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (170 mg, 0.88 mmol) and 4-dimethylaminopyridine (108 mg, 0.88 mmol) is added. After 11½ days, tlc analysis (silica, 10% MeOH in DCM) indicates that the starting acid had been consumed. The reaction mixture is diluted with EtOAc (50 mL), transferred to an Erlenmeyer flask containing saturated aqueous ammonium chloride (50 mL). This mixture is allowed to stir. After 16 h of stirring, this mixture contained a white solid that is collected by suction filtration and washed with water (2×25 mL). Air drying gives 0.26 g of white powder.

후처리

  1. additionA stirring bar is added
  2. waitAfter 11½ days
  3. customhad been consumed
  4. additionThe reaction mixture is diluted with EtOAc (50 mL)
  5. customtransferred to an Erlenmeyer flask
  6. additioncontaining saturated aqueous ammonium chloride (50 mL)
  7. stirringto stir
  8. stirringAfter 16 h of stirring
  9. filtrationthat is collected by suction filtration
  10. washwashed with water (2×25 mL)
  11. customAir drying

출처 및 근거

ORD 기록
ord-5e8583769390482f9fd0d8e95938e91d
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08569535B2

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