Hydrochloric Acid → HCID 25170741, compound

HRID 1480560Notes

Reaction equation

HRID 1480560 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C@@H:12]([C@@H:32]2[CH2:36][CH2:35][CH2:34][N:33]2C(OC(C)(C)C)=O)[C:13]([N:15]2[CH2:20][CH2:19][N:18]([C:21]3[C:22]4[C@H:29]([CH3:30])[CH2:28][C@@H:27]([OH:31])[C:23]=4[N:24]=[CH:25][N:26]=3)[CH2:17][CH2:16]2)=[O:14])[CH:5]=[CH:6][C:7]=1[C:8]([F:11])([F:10])[F:9].CO.Cl.O1CCOCC1>ClCCl>[F:1][C:2]1[CH:3]=[C:4]([C@@H:12]([C@@H:32]2[CH2:36][CH2:35][CH2:34][NH:33]2)[C:13]([N:15]2[CH2:16][CH2:17][N:18]([C:21]3[C:22]4[C@H:29]([CH3:30])[CH2:28][C@@H:27]([OH:31])[C:23]=4[N:24]=[CH:25][N:26]=3)[CH2:19][CH2:20]2)=[O:14])[CH:5]=[CH:6][C:7]=1[C:8]([F:10])([F:9])[F:11]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 312751,4-DioxaneHCID 86650049HCID 86650049, compound

Product 1

HCID 25170741HCID 25170741, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(S)-tert-Butyl 2-((S)-1-(3-fluoro-4-(trifluoromethyl)phenyl)-2-(4-((5R,7R)-7-hydroxy-5-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)piperazin-1-yl)-2-oxoethyl)pyrrolidine-1-carboxylate (0.040 g, 0.066 mmol) was dissolved in dichloromethane (4 mL) and MeOH (1 mL) and treated with HCl in dioxane (2 mL, 8.0 mmol). The mixture was stirred at ambient temperature overnight. The reaction was concentrated in vacuo to produce the desired product (0.033 g, 99% yield). MS (APCI+) [M+H] 508.1; 2.13 minutes.

Workup

  1. concentrationThe reaction was concentrated in vacuo

Sources & evidence

ORD record
ord-0f3a49d96a4f452ebdd0b3c1968372a1
Source dataset
uspto-grants-2016_08
Patent number
US09409886B2

Reaction notes

Loading…