Hydrochloric Acid → HCID 67272964, compound

HRID 1698378Notes

Reaction equation

HRID 1698378 reaction equation
[CH:1]1[C:13]2[CH:12]([CH2:14][O:15][C:16]([N:18]3[CH2:23][C@H:22]([C:24](=[O:47])[N:25]([CH:44]4[CH2:46][CH2:45]4)[C:26]4[CH:27]=[CH:28][C:29]5[O:34][C:33]([CH3:36])([CH3:35])[C:32](=[O:37])[N:31]([CH2:38][CH2:39][CH2:40][O:41][CH3:42])[C:30]=5[CH:43]=4)[CH2:21][C@H:20]([NH:48]C(OC(C)(C)C)=O)[CH2:19]3)=[O:17])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.[ClH:56]>O1CCOCC1>[ClH:56].[CH:10]1[C:11]2[CH:12]([CH2:14][O:15][C:16]([N:18]3[CH2:23][C@H:22]([C:24](=[O:47])[N:25]([CH:44]4[CH2:46][CH2:45]4)[C:26]4[CH:27]=[CH:28][C:29]5[O:34][C:33]([CH3:35])([CH3:36])[C:32](=[O:37])[N:31]([CH2:38][CH2:39][CH2:40][O:41][CH3:42])[C:30]=5[CH:43]=4)[CH2:21][C@H:20]([NH2:48])[CH2:19]3)=[O:17])[C:13]3[C:5](=[CH:4][CH:3]=[CH:2][CH:1]=3)[C:6]=2[CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67274124HCID 67274124, compound

Product 1

HCID 67272964HCID 67272964, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

(3S,5R)-3-tert-Butoxycarbonylamino-5-{cyclopropyl-[4-(3-methoxy-propyl)-2,2-dimethyl-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl]-carbamoyl}-piperidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester (3.0 g, 4.0 mmol) is treated with 4N HCl in 1,4-dioxane (15 mL). The solution is concentrated under reduced pressure to give the title compound as a yellow powder. MS: 653 [M+H]+; tR (HPLC, ACQUITY UPLC™ BEH C18 1.7 μm, 50×2.1 mm; 5% CH3CN+0.1% TFA/H2O+0.1% TFA for 0.5 min then 5-100% CH3CN+0.1% TFA/H2O+0.1% TFA for 5 min then 100% CH3CN+0.1% TFA for 1.5 min, flow 0.5 ml/min): 3.46 min.

Workup

  1. concentrationThe solution is concentrated under reduced pressure

Sources & evidence

ORD record
ord-89fb7abd806a4aaf972420819b220973
Source dataset
uspto-grants-2012_04
Patent number
US08163773B2

Reaction notes

Loading…