Hydrochloric Acid → 1-(Benzo[d][1,3]dioxol-5-yl)-N-(5-((2-chlorophenyl)((R)-3-hydroxypyrrolidin-1-yl)methyl)thiazol-2-yl)cyclopropanecarboxamide hydrochloride

HRID 1673117Notes

Reaction equation

HRID 1673117 reaction equation
Cl.CCOCC.[O:7]1[C:11]2[CH:12]=[CH:13][C:14]([C:16]3([C:19]([NH:21][C:22]4[S:23][C:24]([CH:27]([C:34]5[CH:39]=[CH:38][CH:37]=[CH:36][C:35]=5[Cl:40])[N:28]5[CH2:32][CH2:31][C@@H:30]([OH:33])[CH2:29]5)=[CH:25][N:26]=4)=[O:20])[CH2:18][CH2:17]3)=[CH:15][C:10]=2[O:9][CH2:8]1>ClCCl>[ClH:40].[O:7]1[C:11]2[CH:12]=[CH:13][C:14]([C:16]3([C:19]([NH:21][C:22]4[S:23][C:24]([CH:27]([C:34]5[CH:39]=[CH:38][CH:37]=[CH:36][C:35]=5[Cl:40])[N:28]5[CH2:32][CH2:31][C@@H:30]([OH:33])[CH2:29]5)=[CH:25][N:26]=4)=[O:20])[CH2:18][CH2:17]3)=[CH:15][C:10]=2[O:9][CH2:8]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 58609841HCID 58609841, compound

Product 1

HCID 866212091-(Benzo[d][1,3]dioxol-5-yl)-N-(5-((2-chlorophenyl)((R)-3-hydroxypyrrolidin-1-yl)methyl)thiazol-2-yl)cyclopropanecarboxamide hydrochloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of HCl in ether (0.1556 mL, 0.3112 mmol, 1M) was slowly added to a stirred solution of 1-(benzo[d][1,3]dioxol-5-yl)-N-(5-((2-chlorophenyl)((R)-3-hydroxypyrrolidin-1-yl)methyl)thiazol-2-yl)cyclopropanecarboxamide (0.1550 g, 0.3112 mmol) in 100 mL of anhydrous dichloromethane. The solution was evaporated to dryness to give the pure product (0.1654 g, 0.3095, 99.45%). ESI-MS m/z calc. 497.1. found; 498.1 (M+1)+; Retention time 5.74 minutes.

Workup

  1. customThe solution was evaporated to dryness
  2. customto give the pure product (0.1654 g, 0.3095, 99.45%)

Sources & evidence

ORD record
ord-08b66ce2b87e4293b1f555eaa0478b49
Source dataset
uspto-grants-2011_08
Patent number
US07999113B2

Reaction notes

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