4-Benzyloxy-2(1H)-pyridone → 6-[2-(4-Benzyloxy-2-oxo-2H-pyridin-1-yl)-acetyl]-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

HRID 564098Notes

Reaction equation

HRID 564098 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][N:12]([CH2:15][C:16]([C:18]2[CH:23]=[CH:22][C:21](CO)=[CH:20][CH:19]=2)=[O:17])[C:11](=[O:26])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(OC1C=CNC(=O)C=1)C1C=CC=CC=1.[C:42]([O:46][C:47]([N:49]1[CH2:58]CC2[C:51](=CC=C(C(=O)CBr)C=2)[CH2:50]1)=[O:48])([CH3:45])([CH3:44])[CH3:43]>>[C:42]([O:46][C:47]([N:49]1[CH2:50][CH2:51][C:22]2[C:21](=[CH:20][CH:19]=[C:18]([C:16](=[O:17])[CH2:15][N:12]3[CH:13]=[CH:14][C:9]([O:8][CH2:1][C:2]4[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=4)=[CH:10][C:11]3=[O:26])[CH:23]=2)[CH2:58]1)=[O:48])([CH3:45])([CH3:44])[CH3:43]

Participants

4

Reactant 3

HCID 36077244-Benzyloxy-2(1H)-pyridoneHCID 670068424-Benzyloxy-1-[2-(4-hydroxymethyl-phenyl)-2-oxo-ethyl]-1H-pyridin-2-oneHCID 866236896-(2-Bromo-acetyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic Acid Tert-Butyl Ester

Product 1

HCID 580427886-[2-(4-Benzyloxy-2-oxo-2H-pyridin-1-yl)-acetyl]-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

Procedure

6-[2-(4-Benzyloxy-2-oxo-2H-pyridin-1-yl)-acetyl]-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester is prepared following preparation 15b (DMSO as solvent; purification via HPLC) from 214 mg (1.06 mmol) 4-benzyloxy-1H-pyridin-2-one and 580 mg (1.06 mmol) 6-(2-bromoacetyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester (preparation 29c).

Sources & evidence

ORD record
ord-f83eebe14d1f418c91089d9c78f0107d
Source dataset
uspto-grants-2011_11
Patent number
US08067590B2

Reaction notes

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