Ammonia → HCID 86754120, compound

HRID 1416623Notes

Reaction equation

C(OC([N:8]1[CH2:12][CH2:11][CH2:10][C@@H:9]1[CH2:13][OH:14])=O)(C)(C)C.C(OC([N:22]1[CH2:26][CH2:25][CH2:24][C@H:23]1[CH2:27]O)=O)(C)(C)C.N.[ClH:30]>>[ClH:30].[NH:8]1[CH2:12][CH2:11][CH2:10][C@@H:9]1[CH2:13][O:14][C:25]1[CH:26]=[N:22][C:27]([Cl:30])=[CH:23][CH:24]=1

Participants

Reactant 4

HCID 222Ammonia

HCID 313Hydrochloric Acid

HCID 643448(S)-(-)-N-Boc-prolinol

HCID 688279N-(tert-Butoxycarbonyl)-D-prolinol

Product 1

HCID 86754120HCID 86754120, compound

Procedure

Following the procedures described in Example 45 steps a-c, substituting (R)-1-t-butoxycarbonyl-2-pyrrolidinemethanol for the (S)-1-t-butoxycarbonyl-2-pyrrolidinemethanol of step 45a thereof, the title compound was prepared. mp 157-159° C. MS (DCI/NH3) m/e: 213/215 (M+H)+ and 230/232 (M+NH4)+. 1H NMR (D2O, 300 MHz) δ: 8.10 (d, J=3.0 Hz, 1H), 7.53-7.43 (m, 2H), 4.45 (dd, J=10.7, 7.7 Hz, 1H), 4.15-4.08 (m, 1H), 3.41 (t, J=7.2 Hz, 2H), 2.34-1.88 (m, 4H). Anal. Calc. for C10H14Cl2N2O·0.3 HCl: C, 46.18; H, 5.54; N, 10.77; Found C, 46.35; H, 5.51; N, 10.66.

Sources & evidence

ORD record: ord-8938209815724dcfa38906efc7ed4a18
Source dataset: uspto-grants-1999_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05914328

Reaction notes

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