Acryloylmorpholine → HCID 11548145, compound

HRID 1241706Notes

Reaction equation

Cl[C:2]1[CH:7]=[CH:6][C:5]2=[N:8][C:9]3[C:22]4[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=4[N:16]([CH3:23])[C:15]4[C:10]=3[C:11]([CH:12]=[C:13]([CH2:24][CH2:25][CH2:26][O:27][C:28](=[O:30])[CH3:29])[CH:14]=4)=[C:4]2[CH:3]=1.[C:31]([N:35]1[CH2:40][CH2:39][O:38][CH2:37][CH2:36]1)(=[O:34])[CH:32]=[CH2:33]>>[N:35]1([C:31](=[O:34])/[CH:32]=[CH:33]/[C:2]2[CH:7]=[CH:6][C:5]3=[N:8][C:9]4[C:22]5[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=5[N:16]([CH3:23])[C:15]5[C:10]=4[C:11]([CH:12]=[C:13]([CH2:24][CH2:25][CH2:26][O:27][C:28](=[O:30])[CH3:29])[CH:14]=5)=[C:4]3[CH:3]=2)[CH2:40][CH2:39][O:38][CH2:37][CH2:36]1

Participants

Reactant 2

HCID 98723Acryloylmorpholine

HCID 11048005HCID 11048005, compound

Product 1

HCID 11548145HCID 11548145, compoundYield 83%

Procedure

The general procedure (Method M) applied to acetic acid 3-(3-chloro-8-methyl-8H-quino[4,3,2-kl]acridin-6-yl)-propyl ester, 49 (100 mg, 0.247 mmol) and 4-acryloylmorpholine (70 mg, 63 μL, 2 eq) gave the title compound (104 mg, 0.2 mmol, 83%). Purity was checked by tlc.

Sources & evidence

ORD record: ord-caecb8443de340d385153d6cb8bd3c96
Source dataset: uspto-grants-2006_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07115619B2

Reaction notes

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