Hydrochloric Acid → HCID 68157491, compound

HRID 243164Notes

Reaction equation

C(OC(=O)[NH:7][C@H:8]([C:10](=[O:26])[NH:11][C:12]1[CH:17]=[CH:16][C:15]([F:18])=[CH:14][C:13]=1[NH:19][C:20]1[N:25]=[CH:24][CH:23]=[CH:22][N:21]=1)[CH3:9])(C)(C)C.[ClH:28]>>[ClH:28].[NH2:7][C@@H:8]([CH3:9])[C:10]([NH:11][C:12]1[CH:17]=[CH:16][C:15]([F:18])=[CH:14][C:13]=1[NH:19][C:20]1[N:21]=[CH:22][CH:23]=[CH:24][N:25]=1)=[O:26]

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 68158042HCID 68158042, compound

Product 1

HCID 68157491HCID 68157491, compoundYield 99%

Procedure

{(S)-1-[4-Fluoro-2-(pyrimidin-2-ylamino)phenylcarbamoyl]ethyl}carbamic acid tert-butyl ester (350 mg, 0.93 mmol) was dissolved in hydrochloric acid (4.0M in 1,4-dioxane) and stirred for 1 h. The reaction was concentrated in vacuo to yield the title compound (289 mg, 0.93 mmol, 99%). 1H NMR (MeOD, 400 MHz): δ 8.69 (2H, d, J=5.3 Hz), 7.62 (1H, d, J=9.3 Hz), 7.60 (1H, dd, J 8.7, 2.7 Hz), 7.19 (1H, 9.0, 7.9, 2.9 Hz), 7.19 (1H, t, J=5.3 Hz), 4.21 (1H, q, J=7.2 Hz), 1.58 (3H, d, J=7.2 Hz).

Workup

concentrationThe reaction was concentrated in vacuo

Sources & evidence

ORD record: ord-3ce62e97504749849baa5f2941a4c0b3
Source dataset: uspto-grants-2014_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08653089B2

Reaction notes

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