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5,6-Dichloro-3-oxoindan-1-carbonyl chloride → 4-(5,6-Dichloro-3-oxoindan-1-carbonyl)-3-(pyrrolidin-1-ylmethyl)morpholine hydrochloride

HRID 326738
Notes
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Reaction equation

HRID 326738 reaction equation
[N:1]1([CH2:6][CH:7]2[CH2:12][O:11][CH2:10][CH2:9][NH:8]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[Cl:13][C:14]1[CH:15]=[C:16]2[C:20](=[CH:21][C:22]=1[Cl:23])[CH:19]([C:24](Cl)=[O:25])[CH2:18][C:17]2=[O:27]>C(N(CC)CC)C>[ClH:13].[Cl:13][C:14]1[CH:15]=[C:16]2[C:20](=[CH:21][C:22]=1[Cl:23])[CH:19]([C:24]([N:8]1[CH2:9][CH2:10][O:11][CH2:12][CH:7]1[CH2:6][N:1]1[CH2:2][CH2:3][CH2:4][CH2:5]1)=[O:25])[CH2:18][C:17]2=[O:27]
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 151324075,6-Dichloro-3-oxoindan-1-carbonyl chlorideHCID 189150613-(Pyrrolidin-1-ylmethyl)morpholine

Product 1

HCID 189150684-(5,6-Dichloro-3-oxoindan-1-carbonyl)-3-(pyrrolidin-1-ylmethyl)morpholine hydrochlorideYield 80.2%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

The procedure described in Example 24 was repeated, but using 0.88 g of 3-(pyrrolidin-1-ylmethyl)morpholine, 2.0 ml of triethylamine and 1.0 g of 5,6-dichloro-3-oxoindan-1-carbonyl chloride, to afford 0.66 g of the title compound, melting at 250°-257° C. (dec.).

Sources & evidence

ORD record
ord-c8cede1aa4c24dabb2e50aeabdc81daf
Source dataset
uspto-grants-1993_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05270327

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes