Hydrochloric Acid → HCID 178523017, compound

HRID 857798Notes

Reaction equation

HRID 857798 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N:23]2[CH:27]=[N:26][N:25]=[N:24]2)=[C:6]([CH:22]=1)[CH2:7][NH:8][C:9]([C@@H:11]1[CH2:14][CH2:13][N:12]1C(OC(C)(C)C)=O)=[O:10].CCOC(C)=O.[ClH:34]>>[Cl-:1].[Cl-:34].[NH2+:12]1[CH2:13][CH2:14][C@H:11]1[C:9]([NH:8][CH2:7][C:6]1[CH:22]=[C:2]([Cl:1])[CH:3]=[CH:4][C:5]=1[N:23]1[CH:27]=[NH+:26][N:25]=[N:24]1)=[O:10]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 69656101HCID 69656101, compound

Product 1

HCID 178523017HCID 178523017, compound

Procedure

Through a solution of tert-butyl (2S)-2-({[5-chloro-2-(1H-tetraazol-1-yl)benzyl]amino}carbonyl)azetidine-1-carboxylate (467 mg, 1.19 mmol) in EtOAc (24.0 mmol) at 0° C. was bubbled HCl (g) for 10 min. The solvent was removed in vacuo to give the title compound as a yellow solid. LCMS (M+H): 293.0. 1H NMR (CD3OD, 400 MHz): δ 9.57 (s, 1 H), 7.72–7.70 (m, 1 H), 7.64–7.59 (m, 1 H), 7.54–7.52 (m, 1 H), 4.96–4.92 (m, 1 H), 4.34–4.21 (m, 2 H), 4.13–4.06 (m, 1 H), 3.97–3.90 (m, 1 H), 2.81–2.75 (m, 1 H), 2.51–2.45 (m, 1 H).

Workup

  1. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-d94152074e454a0e8b459077ddc8a5eb
Source dataset
uspto-grants-2006_12
Patent number
US07144899B2

Reaction notes

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