Ammonia → HCID 16117758, compound

HRID 1162253Notes

Reaction equation

HRID 1162253 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.[NH3:34]>>[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]([NH2:34])=[O:31])[N:20]=[CH:19][N:18]=4)=[CH:13][CH:14]=3)[CH:9]=[N:8]2)[N:3]=[CH:2]1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 86627841HCID 86627841, compound

Product 1

HCID 16117758HCID 16117758, compoundYield 88%

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 ammonia to give the title compound as a white solid (170 mg, 88%); NMR Spectrum 1.67 (d, 3H), 5.14 (q, 1H), 5.79 (s, 2H), 7.02 (d, 1H), 7.36 (d, 1H), 7.50 (s, 1H), 7.56 (br s, 1H), 7.79-7.72 (m, 3H), 7.90 (br s, 1H), 8.10 (s, 1H), 8.51 (m, 2H), 9.04 (s, 1H), 10.80 (br s, 1H); Mass spectrum MH+ 446.

Sources & evidence

ORD record
ord-699bf4521b2d41e193b57e413d014921
Source dataset
uspto-grants-2010_10
Patent number
US07820683B2

Reaction notes

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