Ethylamine → HCID 16117760, compound

HRID 1162255Notes

Reaction equation

[S:1]1[CH:5]=[C:4]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([NH:16][C:17]4[C:26]5[C:21](=[CH:22][CH:23]=[CH:24][C:25]=5[O:27][C@H:28]([CH3:33])[C:29]([O:31]C)=O)[N:20]=[CH:19][N:18]=4)=[CH:13][CH:14]=3)[CH:9]=[N:8]2)[N:3]=[CH:2]1.[CH2:34]([NH2:36])[CH3:35]>>[CH2:34]([NH:36][C:29](=[O:31])[C@H:28]([O:27][C:25]1[CH:24]=[CH:23][CH:22]=[C:21]2[C:26]=1[C:17]([NH:16][C:12]1[CH:11]=[C:10]3[C:15](=[CH:14][CH:13]=1)[N:7]([CH2:6][C:4]1[N:3]=[CH:2][S:1][CH:5]=1)[N:8]=[CH:9]3)=[N:18][CH:19]=[N:20]2)[CH3:33])[CH3:35]

Participants

Reactant 2

HCID 6341Ethylamine

HCID 86627841HCID 86627841, compound

Product 1

HCID 16117760HCID 16117760, compoundYield 91%

Procedure

Using the same procedure as in Example 5, methyl (2R)-2-[(4-{[1-(1,3-thiazol-4-ylmethyl)-1H-indazol-5-yl]amino}quinazolin-5-yl)oxy]propanoate (200 mg, 0.43 mmol) was reacted with ethylamine to give the title compound as a white solid (188 mg, 91%); NMR Spectrum 1.04 (t, 3H), 1.65 (d, 3H), 3.17 (m, 2H), 5.15 (q, 1H), 5.80 (s, 2H), 7.01 (d, 1H), 7.36 (d, 1H), 7.51 (s, 1H), 7.79-7.72 (m, 3H), 8.12 (s, 1H), 8.44 (m, 1H), 8.53 (m, 2H), 9.04 (s, 1H), 10.69 (br s, 1H); Mass spectrum MH+ 474.

Sources & evidence

ORD record: ord-4e1cfc26619741c29246825f9503f024
Source dataset: uspto-grants-2010_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07820683B2

Reaction notes

Loading…