tert-Butyl {4-[(3-Chloro-benzo[b]thiophene-2-carbonyl)-(2-methoxy-5-pyridin-4-yl-benzyl)-amino]-cyclohexyl}-methyl-carbamate → 3-Chloro-benzo[b]thiophene-2-carboxylic acid (2-methoxy-5-pyridin-4-yl-benzyl)-(4-methylamino-cyclohexyl)-amide dihydrochloride

HRID 2389626Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2389626
[Cl:1][C:2]1[C:3]2[CH:43]=[CH:42][CH:41]=[CH:40][C:4]=2[S:5][C:6]=1[C:7]([N:9]([CH2:25][C:26]1[CH:31]=[C:30]([C:32]2[CH:37]=[CH:36][N:35]=[CH:34][CH:33]=2)[CH:29]=[CH:28][C:27]=1[O:38][CH3:39])[CH:10]1[CH2:15][CH2:14][CH:13]([N:16](C)[C:17](=O)OC(C)(C)C)[CH2:12][CH2:11]1)=[O:8]>O>[ClH:1].[ClH:1].[CH3:39][O:38][C:27]1[CH:28]=[CH:29][C:30]([C:32]2[CH:33]=[CH:34][N:35]=[CH:36][CH:37]=2)=[CH:31][C:26]=1[CH2:25][N:9]([CH:10]1[CH2:15][CH2:14][CH:13]([NH:16][CH3:17])[CH2:12][CH2:11]1)[C:7]([C:6]1[S:5][C:4]2[CH:40]=[CH:41][CH:42]=[CH:43][C:3]=2[C:2]=1[Cl:1])=[O:8]

Komponenten

3

Edukt 1

HCID 59683559tert-Butyl {4-[(3-Chloro-benzo[b]thiophene-2-carbonyl)-(2-methoxy-5-pyridin-4-yl-benzyl)-amino]-cyclohexyl}-methyl-carbamate

Produkt 1

HCID 866189723-Chloro-benzo[b]thiophene-2-carboxylic acid (2-methoxy-5-pyridin-4-yl-benzyl)-(4-methylamino-cyclohexyl)-amide dihydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

tert-Butyl carbamate 116 (75 mg, 0.12 mmol) is deprotected using Method E. On removal of the solvent in vacuo, the residue obtained is dissolved in water (5 mL) and washed with TBME (3×5 mL). Reduction of the aqueous phase in vacuo affords the title product.

Aufarbeitung

  1. customOn removal of the solvent in vacuo
  2. customthe residue obtained
  3. washwashed with TBME (3×5 mL)

Quellen und Nachweise

ORD-Eintrag
ord-83aca881af074234bb88c8fe91b335c4
Quelldatensatz
uspto-grants-2012_09
Patentnummer
US08273747B2

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