2-Chloromethyl-imidazo(1,2-A)pyridine → HCID 71538214, compound

HRID 1473200Notes

Reaction equation

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

Participants

Reactant 2

HCID 9576142-Chloromethyl-imidazo(1,2-A)pyridine

HCID 89463134methyl 2-(tert-butoxy)-2-(4-(4-chlorophenyl)-6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-5-yl)acetate

Product 1

HCID 71538214HCID 71538214, compound

Procedure

The title compound was prepared in a manner similar to that described in Example 2 using methyl 2-(tert-butoxy)-2-(4-(4-chlorophenyl)-6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-5-yl)acetate and 2-(chloromethyl)imidazo[1,2-a]pyridine. 1H NMR (400 MHz, CHLOROFORM-d) ppm 8.33-8.40 (m, 1H) 8.18-8.25 (m, 1H) 8.10-8.17 (m, 1H) 7.70-7.79 (m, 1H) 7.59-7.65 (m, 1H) 7.51-7.56 (m, 1H) 7.44-7.50 (m, 2H) 7.34-7.41 (m, 1H) 7.29-7.34 (m, 1H) 6.18-6.25 (m, 1H) 6.00-6.05 (m, 1H) 5.88-5.98 (m, 1H) 5.35 (s, 1H) 3.67 (s, 3H) 1.02 (s, 9H); LCMS (m/z) ES+=519 (M+1).

Sources & evidence

ORD record: ord-182ce6d297db420e82ec7af8eb6546c2
Source dataset: uspto-grants-2015_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09012642B2

Reaction notes

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