1H-Indazol-5-amine → HCID 22147946, compound

HRID 1823905Notes

Reaction equation

HRID 1823905 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][N:6]=[CH:5]2.C(OC([NH:18][CH2:19][CH2:20][NH:21][CH:22]([C:26]1[CH:31]=[CH:30][CH:29]=[C:28]([O:32][CH3:33])[CH:27]=1)[C:23](O)=[O:24])=O)(C)(C)C>>[NH2:18][CH2:19][CH2:20][NH:21][CH:22]([C:26]1[CH:31]=[CH:30][CH:29]=[C:28]([O:32][CH3:33])[CH:27]=1)[C:23]([NH:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][N:6]=[CH:5]2)=[O:24]

Participants

3

Reactant 2

HCID 880121H-Indazol-5-amineHCID 22147950HCID 22147950, compound

Product 1

HCID 22147946HCID 22147946, compound

Procedure

5-Aminoindazole was coupled with (2-tert-butoxycarbonylamino-ethylamino)-(3-methoxy-phenyl)-acetic acid according to the method described in Example 1. The BOC protecting group was then removed according to the method described in Example 8 to afford compound I-1017. 1H NMR (400 MHz, DMSO-d6) δ 3.02–3.14 (4H, m), 3.80 (3H,s), 4–5 (1H, vbr s), 5.11 (1H, brs), 7.05 (1H,d), 7.20 (2H,m), 7.40 (2H,m), 7.52 (1H,d), 7.5–8 (2H, brs), 8.05 (1H,s), 8.07 (1H,s), 8.2–10.1 (1H, brs), 10.68 (1H,brs), 13.15 (1H,brs); MS (ES+): m/e=340.

Workup

  1. customThe BOC protecting group was then removed
  2. customto afford compound I-1017

Sources & evidence

ORD record
ord-de58199f29ec4d328b0419da278ef195
Source dataset
uspto-grants-2006_05
Patent number
US07041687B2

Reaction notes

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