HCID 59683559, compound → 3-Chloro-benzo[b]thiophene-2-carboxylic acid (2-methoxy-5-pyridin-4-yl-benzyl)-(4-methylamino-cyclohexyl)-amide dihydrochloride

HRID 2389626Notes

Reaction equation

HRID 2389626 reaction equation
[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]

Participants

3

Reactant 1

HCID 59683559HCID 59683559, compound

Product 1

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

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

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.

Workup

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

Sources & evidence

ORD record
ord-83aca881af074234bb88c8fe91b335c4
Source dataset
uspto-grants-2012_09
Patent number
US08273747B2

Reaction notes

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