HCID 57937317, compound → HCID 57937377, compound

HRID 1435461Notes

Reaction equation

HRID 1435461 reaction equation
[CH3:1][C:2]([C:6]1[N:10]([CH2:11][CH:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)[C:9]2[CH:18]=[CH:19][C:20]([NH:22]C(=O)C)=[CH:21][C:8]=2[N:7]=1)([CH3:5])[CH2:3][CH3:4]>Cl>[CH3:5][C:2]([C:6]1[N:10]([CH2:11][CH:12]2[CH2:13][CH2:14][O:15][CH2:16][CH2:17]2)[C:9]2[CH:18]=[CH:19][C:20]([NH2:22])=[CH:21][C:8]=2[N:7]=1)([CH3:1])[CH2:3][CH3:4]

Participants

3

Reactant 1

HCID 57937317HCID 57937317, compound

Product 1

HCID 57937377HCID 57937377, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

Following the same procedure in Example 1, Step G, using N-[2-(1,1-dimethylpropyl)-1-(tetrahydro-2H-pyran-4-ylmethyl)-1H-benzimidazol-5-yl]acetamide (2.08 g, 6.06 mmol) in 37% HCl (20 mL). Yield: 1.81 g (99%). 1H NMR (400 MHz, CHLOROFORM-D): δ 0.79 (t, J=7.52 Hz, 3 H), 1.42-1.51 (m, 4 H), 1.52 (s, 6 H), 1.84 (q, J=7.42 Hz, 2 H), 2.15-2.37 (m, 1 H), 3.25-3.38 (m, 2 H), 3.59 (s, 2 H), 3.92-4.03 (m, 2 H), 4.12 (d, J=7.42 Hz, 2 H), 6.65 (dd, J=8.50, 2.25 Hz, 1 H), 7.06 (d, J=2.15 Hz, 1 H), 7.10 (d, J=8.01 Hz, 1 H); MS (ESI) (M+H)+=301.98.

Sources & evidence

ORD record
ord-3fc4f27ae50f4201b1e05249ac54fa9c
Source dataset
uspto-grants-2009_11
Patent number
US07615642B2

Reaction notes

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