Table 5.

BO-based optimization of reaction conditions.

EntrypKaH = PT
(°C)
Conc.
= V (M)
Z/W
(mL/min)
HPLC-UV
Yield of 3 (%)
17.7100.051.67 (Z2.0:W1.2)3
27.0−100.201.00 (Z1.6:W1.6)0
38.900.150.60 (Z1.2:W2.0)35
411.4300.201.29 (Z1.8:W1.4)68
511.4200.151.67 (Z2.0:W1.2)74
613.0−200.250.45 (Z1.0:W2.2)50
711.4−200.052.20 (Z2.2:W1.0)49
811.4400.150.45 (Z1.0:W2.2)87
95.2400.052.20 (Z2.2:W1.0)0
1011.4400.100.45 (Z1.0:W2.2)89
1113.0400.100.45 (Z1.0:W2.2)67
1211.4400.052.20 (Z2.2:W1.0)46
1311.4400.050.45 (Z1.0:W2.2)68
1411.4−100.100.45 (Z1.0:W2.2)81
1511.4300.100.45 (Z1.0:W2.2)94 (92)a
EntrypKaH = PT
(°C)
Conc.
= V (M)
Z/W
(mL/min)
HPLC-UV
Yield of 3 (%)
17.7100.051.67 (Z2.0:W1.2)3
27.0−100.201.00 (Z1.6:W1.6)0
38.900.150.60 (Z1.2:W2.0)35
411.4300.201.29 (Z1.8:W1.4)68
511.4200.151.67 (Z2.0:W1.2)74
613.0−200.250.45 (Z1.0:W2.2)50
711.4−200.052.20 (Z2.2:W1.0)49
811.4400.150.45 (Z1.0:W2.2)87
95.2400.052.20 (Z2.2:W1.0)0
1011.4400.100.45 (Z1.0:W2.2)89
1113.0400.100.45 (Z1.0:W2.2)67
1211.4400.052.20 (Z2.2:W1.0)46
1311.4400.050.45 (Z1.0:W2.2)68
1411.4−100.100.45 (Z1.0:W2.2)81
1511.4300.100.45 (Z1.0:W2.2)94 (92)a

aIsolated yield.

Table 5.

BO-based optimization of reaction conditions.

EntrypKaH = PT
(°C)
Conc.
= V (M)
Z/W
(mL/min)
HPLC-UV
Yield of 3 (%)
17.7100.051.67 (Z2.0:W1.2)3
27.0−100.201.00 (Z1.6:W1.6)0
38.900.150.60 (Z1.2:W2.0)35
411.4300.201.29 (Z1.8:W1.4)68
511.4200.151.67 (Z2.0:W1.2)74
613.0−200.250.45 (Z1.0:W2.2)50
711.4−200.052.20 (Z2.2:W1.0)49
811.4400.150.45 (Z1.0:W2.2)87
95.2400.052.20 (Z2.2:W1.0)0
1011.4400.100.45 (Z1.0:W2.2)89
1113.0400.100.45 (Z1.0:W2.2)67
1211.4400.052.20 (Z2.2:W1.0)46
1311.4400.050.45 (Z1.0:W2.2)68
1411.4−100.100.45 (Z1.0:W2.2)81
1511.4300.100.45 (Z1.0:W2.2)94 (92)a
EntrypKaH = PT
(°C)
Conc.
= V (M)
Z/W
(mL/min)
HPLC-UV
Yield of 3 (%)
17.7100.051.67 (Z2.0:W1.2)3
27.0−100.201.00 (Z1.6:W1.6)0
38.900.150.60 (Z1.2:W2.0)35
411.4300.201.29 (Z1.8:W1.4)68
511.4200.151.67 (Z2.0:W1.2)74
613.0−200.250.45 (Z1.0:W2.2)50
711.4−200.052.20 (Z2.2:W1.0)49
811.4400.150.45 (Z1.0:W2.2)87
95.2400.052.20 (Z2.2:W1.0)0
1011.4400.100.45 (Z1.0:W2.2)89
1113.0400.100.45 (Z1.0:W2.2)67
1211.4400.052.20 (Z2.2:W1.0)46
1311.4400.050.45 (Z1.0:W2.2)68
1411.4−100.100.45 (Z1.0:W2.2)81
1511.4300.100.45 (Z1.0:W2.2)94 (92)a

aIsolated yield.

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