Ammonia → HCID 24810187, compound

HRID 2081090Notes

Reaction equation

HRID 2081090 reaction equation
[NH3:1].[CH2:2]([O:4][C:5]([C:7]1[C:8]2[S:16][CH:15]=[C:14]([CH2:17][O:18][C:19]3[CH:24]=[CH:23][CH:22]=[C:21]([C:25]4[N:26]=[N:27][N:28]([CH3:30])[N:29]=4)[CH:20]=3)[C:9]=2[C:10](Cl)=[N:11][CH:12]=1)=[O:6])[CH3:3]>CC(O)C>[CH2:2]([O:4][C:5]([C:7]1[C:8]2[S:16][CH:15]=[C:14]([CH2:17][O:18][C:19]3[CH:24]=[CH:23][CH:22]=[C:21]([C:25]4[N:26]=[N:27][N:28]([CH3:30])[N:29]=4)[CH:20]=3)[C:9]=2[C:10]([NH2:1])=[N:11][CH:12]=1)=[O:6])[CH3:3]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 24810186HCID 24810186, compound

Product 1

HCID 24810187HCID 24810187, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
140 °C

Procedure

Ammonia gas was bubbled into a solution of 4-chloro-3-[3-(2-methyl-2H-tetrazol-5-yl)-phenoxymethyl]-thieno[3,2-c]pyridine-7-carboxylic acid ethyl ester (0.15 g, 0.35 mmol) (from Example 31 supra) in 2-propanol (15 mL) for 20 minutes. The mixture was heated in a microwave reactor at 140° C. for 2 hours. The reaction mixture was concentrated. The residue washed with hot methanol, filtered and dried to give 4-amino-3-[3-(2-methyl-2H-tetrazol-5-yl)-phenoxymethyl]-thieno[3,2-c]pyridine-7-carboxylic acid ethyl ester as a white powder. (Yield 0.11 g, 79%).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. washThe residue washed with hot methanol
  3. filtrationfiltered
  4. customdried

Sources & evidence

ORD record
ord-c3fbe007ef4d49fd904d87d709d0f70b
Source dataset
uspto-grants-2011_04
Patent number
US07932390B2

Reaction notes

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