HCID 69731331, compound → HCID 86588236, compound

HRID 1814353Notes

Reaction equation

HRID 1814353 reaction equation
C[C@H](O)CN1C2C=C(C)C=CC=2N=C1.[Cl:15][C:16]1[N:21]=[C:20]2[N:22]([CH2:25][C@@H:26]([CH3:51])[O:27]C3C=C(NC(=O)C)C=CC=3S(=O)(=O)NC3CC(=O)OC3OCC)[CH:23]=[N:24][C:19]2=[CH:18][CH:17]=1>>[Cl:15][C:16]1[N:21]=[C:20]2[N:22]([CH2:25][C@H:26]([CH3:51])[OH:27])[CH:23]=[N:24][C:19]2=[CH:18][CH:17]=1

Participants

3

Reactant 2

HCID 69731331HCID 69731331, compoundHCID 86588237HCID 86588237, compound

Product 1

HCID 86588236HCID 86588236, compound

Procedure

(S)-2-(5-Chloro-imidazo[4,5-b]pyridin-3-yl)-1-methyl-ethanol was synthesized via the method used for (S)-1-Methyl-2-(6-methyl-benzimidazol-1-yl)-ethanol giving a tan solid. MS (APCI) m/z 212 (M). This fragment was used in the synthesis of N-[3-[(R)-2-(5-Chloro-imidazo[4,5-b]pyridin-3-yl)-1-methyl-ethoxy]-4-(2-ethoxy-5-oxo-tetrahydro-furan-3-ylsulfamoyl)-phenyl]-acetamide, which was synthesized via route J; a white solid, MS (APCI) m/z 552 (M). Analysis calculated for C23H26N5O7SCl (552.010): C, 50.05; H, 4.75; N, 12.69. Found: C, 50.40; H, 4.87; N, 11.99.

Workup

  1. customwas synthesized via route J

Sources & evidence

ORD record
ord-ee1ab5c33f1d43009df2509b3196db36
Source dataset
uspto-grants-2005_04
Patent number
US06875765B2

Reaction notes

Loading…