Hydrochloric Acid → HCID 67017891, compound

HRID 1015534Notes

Reaction equation

HRID 1015534 reaction equation
[N:1]1([CH2:6][C:7]23[CH2:15][CH:11]4[CH2:12][CH:13]([CH2:14]2)[C:9]([NH:16]C(=O)OC(C)(C)C)([CH2:10]4)[CH2:8]3)[CH:5]=[N:4][N:3]=[N:2]1.Cl>CCOC(C)=O>[N:1]1([CH2:6][C:7]23[CH2:15][CH:11]4[CH2:12][CH:13]([CH2:14]2)[C:9]([NH2:16])([CH2:10]4)[CH2:8]3)[CH:5]=[N:4][N:3]=[N:2]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86761369HCID 86761369, compound

Product 1

HCID 67017891HCID 67017891, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

To a stirred solution of the compound obtained in step I above (0.2 g, 0.62 mmol) in EtOAc (2.0 mL) cooled to ice bath temperature was added a solution of dry HCl in EtOAc (3N, 3 mL). The reaction mixture was stirred at the same temperature for 2 h and the volatiles were removed under reduced pressure to obtain the crude product, which was triturated with ether several times to obtain pure hydrochloride salt of 1-(1H-tetrazol-1-ylmethyl)tricyclo[3.3.1.03,7]nonan-3-amine (160 mg) in 100% yield. m/z (M+1) 220; 1H NMR (CD3OD) 300 MHz δ 8.72 (s, 1H), 4.70 (s, 2H), 2.52-2.43 (m, 1H), 2.42-2.37 (m, 1H), 2.0-1.80 (m, 5H), 1.70-1.50 (m, 5H).

Workup

  1. customthe volatiles were removed under reduced pressure
  2. customto obtain the crude product, which
  3. customwas triturated with ether several times

Sources & evidence

ORD record
ord-c97682a7a3dc4264a96cac0867cfd331
Source dataset
uspto-grants-2011_07
Patent number
US07985759B2

Reaction notes

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