2,2-Dimethylchroman-6-carboxylic acid → 2,2-Dimethyl-chroman-6-carboxylic acid (3-hydroxymethyl-2-oxo-1,2,3,4-tetrahydro-quinolin-7-yl)-amide

HRID 1984972Notes

Reaction equation

HRID 1984972 reaction equation
[CH3:1][C:2]1([CH3:15])[CH2:11][CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:12]([OH:14])=O)[CH:8]=2)[O:3]1.[NH2:16][C:17]1[CH:26]=[C:25]2[C:20]([CH2:21][CH:22]([CH2:28][OH:29])[C:23](=[O:27])[NH:24]2)=[CH:19][CH:18]=1>>[OH:29][CH2:28][CH:22]1[CH2:21][C:20]2[C:25](=[CH:26][C:17]([NH:16][C:12]([C:7]3[CH:8]=[C:9]4[C:4](=[CH:5][CH:6]=3)[O:3][C:2]([CH3:1])([CH3:15])[CH2:11][CH2:10]4)=[O:14])=[CH:18][CH:19]=2)[NH:24][C:23]1=[O:27]

Participants

3

Reactant 2

HCID 2220642,2-Dimethylchroman-6-carboxylic acidHCID 578080407-amino-3-hydroxymethyl-3,4-dihydro-1H-quinolin-2-one

Product 1

HCID 113948832,2-Dimethyl-chroman-6-carboxylic acid (3-hydroxymethyl-2-oxo-1,2,3,4-tetrahydro-quinolin-7-yl)-amide

Procedure

This material was prepared analogous to the procedures described for Example 2, steps (a-b). 2,2-Dimethyl-chroman-6-carboxylic acid (90 mg, 0.4 mmol, Maybridge) and 7-amino-3-hydroxymethyl-3,4-dihydro-1H-quinolin-2-one (85 mg, 0.44 mmol, prepared according to the procedure described in WO03049702) provided the title compound as an off-white amorphous solid. MS (ESI, pos. ion) m/z: 381 (M+1).

Workup

  1. customThis material was prepared analogous to the procedures

Sources & evidence

ORD record
ord-176ee0f9297c46c088f92780a17a4db8
Source dataset
uspto-grants-2009_06
Patent number
US07544803B2

Reaction notes

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