Hydrochloric Acid → HCID 86727623, compound

HRID 519213Notes

Reaction equation

HRID 519213 reaction equation
[ClH:1].CCOC(C)=O.C(OC(=O)[NH:14][C:15]1([CH3:32])[CH2:18][N:17]([CH:19]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:16]1)(C)(C)C>>[ClH:1].[CH:19]([N:17]1[CH2:18][C:15]([NH2:14])([CH3:32])[CH2:16]1)([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 68592872HCID 68592872, compound

Product 1

HCID 86727623HCID 86727623, compoundYield 98%

Procedure

To a solution of HCl in EtOAc (4M, 10 mL, 40 mmol) was added (1-benzhydryl-3-methyl-azetidin-3-yl)-carbamic acid tert-butyl ester (0.750 g, 2.128 mmol) and the mixture was stirred for 2 h. The mixture was concentrated to give 1-benzhydryl-3-methyl-azetidin-3-ylamine hydrochloride salt as solid (0.600 g, 2.077 mmol, 98%). 1H NMR (CDCl3, 400 MHz): δ 9.04 (m, 3H), 7.46-7.67 (m, 4H), 7.21-7.42 (m, 6H), 4.35 (m, 2H), 3.89 (m, 2H), 1.52-1.65 (m, 3H).

Workup

  1. concentrationThe mixture was concentrated

Sources & evidence

ORD record
ord-d6d89aeb3a7a49bb9b08b2349abead61
Source dataset
uspto-grants-2015_08
Patent number
US09115151B2

Reaction notes

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