Ethanolamine → 2-[5-(7-Methylthio[1,3]thiazolo[5,4-d]pyrimidin-2-yl)-4-phenyl-1H-imidazol-1-yl]ethanol

HRID 32628Notes

Reaction equation

HRID 32628 reaction equation
C(N1C(C2SC3N=CN=C(SC)C=3C=2)=C(C2C=CC=CC=2)N=C1)C.[CH2:25]([N:27]1[C:31]([C:32]2[S:33][C:34]3[N:35]=[CH:36][N:37]=[C:38]([S:41][CH3:42])[C:39]=3[N:40]=2)=[C:30]([C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)[N:29]=[CH:28]1)[CH3:26].CSC1C2C=C(C=[O:61])SC=2N=CN=1.C(CN)O>>[CH3:42][S:41][C:38]1[C:39]2[N:40]=[C:32]([C:31]3[N:27]([CH2:25][CH2:26][OH:61])[CH:28]=[N:29][C:30]=3[C:43]3[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=3)[S:33][C:34]=2[N:35]=[CH:36][N:37]=1

Participants

5

Reactant 4

HCID 700EthanolamineHCID 179658594-(Methylthio)thieno[2,3-d]pyrimidine-6-carbaldehydeHCID 691949276-(1-ethyl-4-phenyl-1H-imidazol-5-yl)-4-(methylthio)thieno[2,3-d]pyrimidineHCID 691960022-(1-ethyl-4-phenyl-1H-imidazol-5-yl)-7-(methylthio)[1,3]thiazolo[5,4-d]pyrimidine2×

Product 1

HCID 691968592-[5-(7-Methylthio[1,3]thiazolo[5,4-d]pyrimidin-2-yl)-4-phenyl-1H-imidazol-1-yl]ethanol

Procedure

The title compound was prepared by a similar process to that described for Intermediate 70 but using 7-(methylthio)[1,3]thiazolo[5,4-d]pyrimidine-2-carbaldehyde (Intermediate 78) in place of 4-(methylthio)thieno[2,3-d]pyrimidine-6-carbaldehyde (Intermediate 15) and ethanolamine in place of ethylamine. Colourless solid (52 mg, 56%);

Sources & evidence

ORD record
ord-b4c598ef4e1e4e2fb534e61db48d0f35
Source dataset
uspto-grants-2008_09
Patent number
US07427616B2

Reaction notes

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