Hydrochloric Acid → HCID 11154413, compound

HRID 1245378Notes

Reaction equation

HRID 1245378 reaction equation
CC(C)(OC([NH:7][C@H:8]([CH2:23][C:24]1[CH:29]=[CH:28][C:27]([F:30])=[C:26]([F:31])[CH:25]=1)[CH2:9][C:10]([N:12]1[CH2:17][CH2:16][N:15]2[C:18]([CH2:21][CH3:22])=[N:19][N:20]=[C:14]2[CH2:13]1)=[O:11])=O)C.[ClH:33]>CO>[ClH:33].[ClH:33].[NH2:7][C@H:8]([CH2:23][C:24]1[CH:29]=[CH:28][C:27]([F:30])=[C:26]([F:31])[CH:25]=1)[CH2:9][C:10]([N:12]1[CH2:17][CH2:16][N:15]2[C:18]([CH2:21][CH3:22])=[N:19][N:20]=[C:14]2[CH2:13]1)=[O:11]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 112362567-[(3R)-3-[(1,1-dimethylethoxycarbonyl)amino]-4-(3,4-difluorophenyl)butanoyl]-3-ethyl-5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-a]pyrazine

Product 1

HCID 11154413HCID 11154413, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The title compound was prepared from 7-[(3R)-3-[(1,1-dimethylethoxycarbonyl)-amino]-4-(3,4-difluorophenyl)butanoyl]-3-ethyl-5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-α]pyrazine (30 mg, 0.067 mmol from Step C), in 1.5 mL of methanol saturated with hydrogen chloride, using a procedure analogous to that described in Example 1, Step D. Evaporation of solvent afforded 28 mg of the title compound as a viscous oil. 1H NMR (500 MHz, CD3OD) δ 1.45 (t, 3H), 2.93–3.07 (m, 6H), 3.90–4.31 (m, 5H), 5.08 (m, 2H), 7.16 (s, 1H), 7.31 (m, 2H). ESI-MS 350 (M+H).

Workup

  1. customEvaporation of solvent

Sources & evidence

ORD record
ord-d28f78101d714ba6b7d21a88f32670e9
Source dataset
uspto-grants-2006_10
Patent number
US07125873B2

Reaction notes

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