Ammonia → HCID 178486742, compound

HRID 1782078Notes

Reaction equation

HRID 1782078 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH2:14][CH:15]1[CH2:20][CH2:19][N:18]([CH3:21])[CH2:17][CH2:16]1)[N:9]=[CH:8][N:7]=[C:6]2[NH:22][C:23]([NH:25][C@H:26]([CH3:33])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)=S.[NH3:34]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH2:14][CH:15]1[CH2:20][CH2:19][N:18]([CH3:21])[CH2:17][CH2:16]1)[N:9]=[CH:8][N:7]=[C:6]2[NH:22][C:23]([NH:25][C@H:26]([CH3:33])[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)=[NH:34]

Participants

3

Reactant 2

HCID 222AmmoniaHCID 86590380HCID 86590380, compound

Product 1

HCID 178486742HCID 178486742, compound

Procedure

Using an analogous procedure to that described in Example 29, 1 [6-methoxy-7-(N-methylpiperidin-4-ylmethoxy)quinazolin-4-yl]-3-[(R)-(+)-α-methylbenzyl]thiourea was reacted with ammonia to give the title compound; NMR Spectrum: (CDCl3)1.38-1.42 (m, 2H), 1.61 (d, 3H), 1.86-2.01 (q, 5H), 2.29 (s, 3H), 2.89 (d, 2H), 3.95 (m, 3H), 4.0 (d, 2H), 4.7 (q, 1H), 6.5 (br s, 1H), 7.12 (s, 1H), 7.29-7.31 (m, 5H), 7.79 (s, 1H), 8.53 (s, 1H); Mass spectrum: M+H+ 449.

Sources & evidence

ORD record
ord-e172c35e48a74f4d96107398c48503f1
Source dataset
uspto-grants-2009_03
Patent number
US07498335B2

Reaction notes

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