Hydrochloric Acid → HCID 86642509, compound

HRID 421287Notes

Reaction equation

[F:1][C:2]([F:46])([F:45])[C:3]1[CH:4]=[C:5]([C:13]([CH3:44])([CH3:43])[C:14]([N:16]([C:18]2[CH:19]=[N:20][C:21]([N:32]3[C@H:37]([CH2:38][OH:39])[CH2:36][N:35]4[CH2:40][CH2:41][CH2:42][C@@H:34]4[CH2:33]3)=[CH:22][C:23]=2[C:24]2[CH:29]=[CH:28][C:27]([F:30])=[CH:26][C:25]=2[CH3:31])[CH3:17])=[O:15])[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.[ClH:47].Cl.FC(F)(F)C1C=C(C(C)(C)C(N(C2C=NC(N3[C@@H](CO)CN4CCC[C@@H]4C3)=CC=2C2C=CC(F)=CC=2C)C)=O)C=C(C(F)(F)F)C=1>>[ClH:47].[F:12][C:9]([F:10])([F:11])[C:7]1[CH:6]=[C:5]([C:13]([CH3:44])([CH3:43])[C:14]([N:16]([C:18]2[CH:19]=[N:20][C:21]([N:32]3[C@H:37]([CH2:38][OH:39])[CH2:36][N:35]4[CH2:40][CH2:41][CH2:42][C@@H:34]4[CH2:33]3)=[CH:22][C:23]=2[C:24]2[CH:29]=[CH:28][C:27]([F:30])=[CH:26][C:25]=2[CH3:31])[CH3:17])=[O:15])[CH:4]=[C:3]([C:2]([F:1])([F:45])[F:46])[CH:8]=1

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 59215784HCID 59215784, compound

HCID 86642510HCID 86642510, compound

Product 1

HCID 86642509HCID 86642509, compound

Procedure

2-[3,5-bis(trifluoromethyl)phenyl]-N-{4-(4-fluoro-2-methylphenyl)-6-[(3S,8aR)-3-(hydroxymethyl)hexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl]-3-pyridinyl}-N,2-dimethyl propanamide (E81, 25 mg, 0.038 mmol) was converted to its hydrochloride as reported above in the procedure for 2-[3,5-bis(trifluoromethyl)phenyl]-N-{4-(4-fluoro-2-methylphenyl)-6-[(3R,8aR)-3-(hydroxymethyl)hexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl]-3-pyridinyl}-N,2-dimethylpropanamide Hydrochloride (E80). Obtained 26 mg of the title compound.

Sources & evidence

ORD record: ord-d47986873f0d4b3d94e40f4b869eb504
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08097618B2

Reaction notes

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