1-benzyl-4-(2,2-dimethyl-propionyloxy)-2,3-dimethyl-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester → 4-(2,2-Dimethyl-propionyloxy)-1,2,3-trimethyl-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester
Reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:7]([O:24][C:25](=[O:30])[C:26]([CH3:29])([CH3:28])[CH3:27])=[C:8]2[C:14]([CH3:15])=[C:13]([CH3:16])[N:12]([CH2:17]C3C=CC=CC=3)[C:9]2=[CH:10][N:11]=1)=[O:5])[CH3:2].C(OC(C1C(OC(=O)C(C)(C)C)=C2C(Br)=C(Br)N(C)C2=CN=1)=O)C>>[CH2:1]([O:3][C:4]([C:6]1[C:7]([O:24][C:25](=[O:30])[C:26]([CH3:29])([CH3:28])[CH3:27])=[C:8]2[C:14]([CH3:15])=[C:13]([CH3:16])[N:12]([CH3:17])[C:9]2=[CH:10][N:11]=1)=[O:5])[CH3:2]Participants
3
Reactant 2
Product 1
Procedure
Prepared in analogy to that of 1-benzyl-4-(2,2-dimethyl-propionyloxy)-2,3-dimethyl-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester from 2,3-Dibromo-4-(2,2-dimethyl-propionyloxy)-1-methyl-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester. The title product, 1H NMR (200 MHz, CDCl3): δ (ppm)=8.53 (s, 3H), 4.42 (q, 2H, J=7.0 Hz), 3.76 (s, 3H), 2.34 (s, 3H), 2.29 (s, 3H), 1.46 (s, 9H), 1.41 (t, 3H, J=7.0 Hz).
Sources & evidence
- ORD record
- ord-babf4c8e38bd4755869a0e64bbc37632
- Source dataset
- uspto-grants-2010_04
- Patent number
- US07696223B2
Reaction notes
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